Top PDF 2 Amino 6 chloro N methyl­benzamide

2 Amino 6 chloro N methyl­benzamide

2 Amino 6 chloro N methyl­benzamide

Anthranilamide-based derivatives exhibit interesting biological activities such as antibacterial, antifungal, antiviral, antimalarial and insecticidal activities (Bharate et al., 2013; Gnamm et al., 2012; Lahm et al., 2005; Norman et al., 1996; Roe et al., 1999). We report here the crystal structure of the title compound, 2-amino-6-chloro-N-methylbenzamide, an important organic intermediate in the synthesis of medicines, agricultural chemicals and animal drugs.

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4 Chloro N [N (6 methyl 2 pyrid­yl)car­bamo­thio­yl]benzamide

4 Chloro N [N (6 methyl 2 pyrid­yl)car­bamo­thio­yl]benzamide

C bond lengths indicate resonance in the thiourea part of the molecule. The title compound is stabilized by an intra- molecular N—H N hydrogen bond, which results in the formation of a six-membered ring. In addition, it shows a synperiplanar conformation between the thiocarbonyl group and the pyridine group. Intermolecular N—H S and C— H O interactions are also present.

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Synthesis and antibacterial activity of some new amino acid derivatives
of 3 chloro 6 methylbenzo[b]thiophene 2 carboxylic acid

Synthesis and antibacterial activity of some new amino acid derivatives of 3 chloro 6 methylbenzo[b]thiophene 2 carboxylic acid

solution was added to a clear solution of free amino acid methyl ester (0.001mol) in THF with stirring for 3 h ast -5°C and then left overnight at room temperature[19]. The crude product which obtained after complete evaporation in vaccuo was purified by recrystallization from the proper solvent.VIII, 1 H-NMR :2.34 ( s, 3H, CH 3 ), 3.6 (s , 3H , OCH 2 ), 3.9(s,2H,CH 2 ),

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(E) N (6 Chloro 3 pyridylmeth­yl) N ethyl N′ methyl 2 nitro­ethyl­ene 1,1 di­amine

(E) N (6 Chloro 3 pyridylmeth­yl) N ethyl N′ methyl 2 nitro­ethyl­ene 1,1 di­amine

Cl1 0.0374 (3) 0.0288 (2) 0.0319 (3) −0.01993 (18) 0.00009 (19) 0.00218 (17) O1 0.0213 (6) 0.0257 (6) 0.0307 (7) 0.0037 (5) 0.0121 (5) 0.0098 (5) O2 0.0367 (7) 0.0148 (5) 0.0384 (8) 0.0088 (5) 0.0118 (6) 0.0096 (5) N1 0.0195 (6) 0.0264 (7) 0.0195 (7) −0.0078 (6) 0.0008 (5) 0.0030 (6) N2 0.0126 (6) 0.0143 (6) 0.0191 (7) 0.0006 (5) 0.0006 (5) 0.0041 (5) N3 0.0137 (6) 0.0119 (6) 0.0241 (7) −0.0011 (5) 0.0041 (5) 0.0007 (5) N4 0.0191 (7) 0.0145 (6) 0.0226 (7) 0.0014 (5) 0.0033 (5) 0.0023 (5) C1 0.0171 (7) 0.0202 (7) 0.0203 (8) −0.0049 (6) −0.0052 (6) 0.0054 (6) C2 0.0197 (7) 0.0172 (7) 0.0208 (8) 0.0025 (6) −0.0012 (6) 0.0005 (6) C3 0.0149 (7) 0.0202 (8) 0.0199 (8) 0.0017 (6) 0.0028 (6) 0.0032 (6) C4 0.0115 (7) 0.0170 (7) 0.0183 (8) 0.0018 (6) −0.0023 (6) 0.0040 (6) C5 0.0179 (7) 0.0218 (7) 0.0181 (8) −0.0025 (6) 0.0003 (6) −0.0006 (6) C6 0.0147 (7) 0.0154 (7) 0.0211 (8) 0.0012 (6) 0.0033 (6) 0.0022 (6) C7 0.0171 (7) 0.0176 (7) 0.0183 (8) 0.0002 (6) −0.0006 (6) 0.0053 (6) C8 0.0348 (9) 0.0279 (9) 0.0267 (10) −0.0077 (7) −0.0094 (7) 0.0053 (7) C9 0.0141 (7) 0.0134 (7) 0.0148 (8) −0.0016 (6) −0.0018 (6) −0.0010 (5) C10 0.0200 (8) 0.0165 (7) 0.0252 (9) 0.0052 (6) 0.0026 (7) −0.0012 (6) C11 0.0163 (7) 0.0150 (7) 0.0197 (8) 0.0005 (6) 0.0056 (6) 0.0008 (6)
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Methyl 4 (4 fluoro­phen­yl) 6 iso­propyl 2 [N methyl N (methylsulfonyl)amino]­pyrimidine 5 carboxyl­ate

Methyl 4 (4 fluoro­phen­yl) 6 iso­propyl 2 [N methyl N (methylsulfonyl)amino]­pyrimidine 5 carboxyl­ate

In the molecule of (I), (Fig. 1), rings A (N1/N2/C4-C7) and B (C12-C17) are, of course, planar, and the dihedral angle between them is A/B = 35.59 (3)°. The intramolecular C-H···N and C-H···O hydrogen bonds (Table 1) result in the formation of one five- and two six-membered non-planar rings: C (N2/N3/C5/C11/H11A), D (S/N1/N3/C5/C10/H10B) and E (O1/C3/C4/C7/C8/H3B), respectively. Ring D adopts chair [φ = -40.04 (2)° and θ = 134.72 (3)°] conformation, having total puckering amplitude, Q T , of 1.188 (3) Å (Cremer & Pople, 1975). Rings C and E have envelope

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2 Chloro N methyl N [2 (methyl­amino)­phen­yl]acetamide

2 Chloro N methyl N [2 (methyl­amino)­phen­yl]acetamide

2-chloromethyl-1H-benzimidazole (1.01 g, 6.07 mmol), toluene (10 ml),dimethyl sulfate (0.63 ml, 6.67 mmol) were refluxed for 3 h and the reaction was followed by TLC monitoring). After cooling 10 mL of water and an excess of ammonia were added. After filtration, the solution was extracted with chloroform (3 x 20 ml). The organic layer was dried over anhydrous sodium sulfate, concentrated and purified by columnchromatography on silica gel eluting with 4:1– 3:1 petroleum ether-acetone. Crystals of the title compound were grown by slow evaporation of the solvent.

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2 Chloro 5 fluoro 6 methyl N o tolyl­pyrimidin 4 amine

2 Chloro 5 fluoro 6 methyl N o tolyl­pyrimidin 4 amine

Cl1 0.0636 (3) 0.0849 (4) 0.0599 (3) 0.0128 (3) 0.0333 (3) 0.0278 (3) N2 0.0441 (8) 0.0583 (9) 0.0462 (8) −0.0052 (7) 0.0260 (7) −0.0057 (7) N3 0.0368 (7) 0.0512 (8) 0.0382 (7) −0.0006 (6) 0.0192 (6) 0.0011 (6) F1 0.0534 (6) 0.0882 (8) 0.0641 (7) 0.0227 (6) 0.0204 (5) 0.0185 (6) C1 0.0413 (9) 0.0500 (10) 0.0411 (9) −0.0061 (8) 0.0213 (7) −0.0017 (7) C4 0.0362 (8) 0.0502 (10) 0.0348 (8) −0.0044 (7) 0.0150 (7) −0.0043 (7) C3 0.0371 (9) 0.0516 (10) 0.0426 (9) 0.0027 (8) 0.0122 (7) −0.0005 (8) N1 0.0428 (8) 0.0680 (10) 0.0374 (7) 0.0082 (7) 0.0188 (6) 0.0104 (7) C2 0.0382 (9) 0.0524 (10) 0.0514 (10) −0.0051 (8) 0.0221 (8) −0.0125 (8) C6 0.0463 (9) 0.0549 (10) 0.0391 (8) 0.0032 (8) 0.0240 (7) 0.0082 (8) C11 0.0787 (14) 0.0675 (13) 0.0503 (11) −0.0011 (11) 0.0344 (10) 0.0004 (9) C5 0.0537 (11) 0.0799 (14) 0.0853 (15) 0.0077 (10) 0.0419 (11) −0.0074 (12) C10 0.133 (2) 0.0771 (16) 0.0817 (16) 0.0254 (17) 0.0782 (18) 0.0111 (13) C8 0.0516 (12) 0.118 (2) 0.0884 (16) 0.0097 (13) 0.0386 (12) 0.0359 (16) C9 0.095 (2) 0.110 (2) 0.109 (2) 0.0400 (17) 0.0793 (18) 0.0411 (18) C7 0.0487 (10) 0.0710 (13) 0.0524 (10) −0.0027 (9) 0.0240 (9) 0.0115 (9) C12 0.0692 (14) 0.0959 (17) 0.0673 (14) −0.0293 (13) 0.0171 (11) −0.0094 (13)
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4 Chloro 2 methyl N phenyl­benzene­sulfonamide

4 Chloro 2 methyl N phenyl­benzene­sulfonamide

In the present work, as part of a study of substituent effects on the structures of N-(aryl)-arylsulfonamides, the structure of N-(phenyl)-2-methyl-4-chlorobenzenesulfonamide (NP2M4CBSA) has been determined (Gowda et al. 2008a,b, 2009). The asymmetric unit of NP2M4CBSA contains 2 molecules. The orientations of the ortho- methyl groups in the sulfonyl benzene rings are in the direction of the N—H bonds of the sulfonamido groups (Fig. 1). The opposite signs of the C—S —N—C torsion angles in the two independent molecules, -61.9 (4)° (molecule 1) and 69.7 (4)° (molecule 2), indicates that they have opposite chirality, although the choice of the chirality of the second molecule relative to the first may be arbitary. The two benzene rings in NP2M4CBSA are tilted relative to each other by 86.6 (2)° in the molecule 1 and 83.0 (2)° in molecule 2, compared with the values of 67.5 (1)° (molecule 1) and 72.9 (1)° (molecule 2) for
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2 Chloro N (2 chloro­benzo­yl) N (2 ethyl 4 oxo 3,4 di­hydro­quinazolin 3 yl)benzamide

2 Chloro N (2 chloro­benzo­yl) N (2 ethyl 4 oxo 3,4 di­hydro­quinazolin 3 yl)benzamide

almost perpendicular with a dihedral angle of 89.1 (1)°. However, the imide moiety itself is not strictly planar. The dihedral angle between the two components (O1A C1A N and O1B C1B N) is 34.6 (1)°. The dihedral angle between the two 2-chlorophenyl rings is 40.50 (7)° while the angles between these and the imide moiety are 54.6 (1)° and 58.2 (1)° for rings A and B respectively. The dihedral angles between the 2-chlorophenyl rings and the quinazolinone ring are 48.77 (5)° and 32.92 (7)° for A and B respectively. Weak C—H···O interactions link the molecules into a 3-D array. S3. Supramolecular features
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Aegiceras corniculatum Linn (Myrsinaceae)

Aegiceras corniculatum Linn (Myrsinaceae)

Several unusual alkaloids N-2-methylpropyl-2-methlbutenamide[34],2-acetyl-1,2,3,4-tetrahydro-β-carbolin[35], Fusarine[36],3-(1-amino ethylidine)-6-methyl-2H-pyran-2,4(3H)-dione[37],Fusamine [38] were isolated from the Fruits of Aegiceras Corniculatum in 2012 [4].And then new pyrrole alkaloids N-[4-(2-formyl-5-hydroxy methyl pyrrole-1-yl) butyl]-acetamide [39], N-[5-(2-formyl-5-hydroxy methyl pyrrole-1-yl)-pentyl]-acetamide[40] and a new indole derivative (3aR,8aR)-3a-acetoxyl-1,2,3,3a,8,8a-hexahydro pyrrolo-(2,3-b) indol[41] and derivatives of indol (3aR,8aS)-1-acetyl-1,3,3a,8,8a-hexahydro pyrrolo-(2,3-b) indol-3a-ol[42],N-acetyl tryptamineA[43] was identified from the leaves of the Aegiceras Corniculatum in 2008[7].
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4 Chloro N (2,6 di­methyl­phen­yl)benzamide

4 Chloro N (2,6 di­methyl­phen­yl)benzamide

14.9 (2) in molecule 3. The dihedral angles between the benzoyl and aniline rings are 39.9 (1), 51.0 (1) and 86.3 (3) in molecules 1, 2 and 3, respectively. Intermolecular N—H O hydrogen bonds link the molecules into infinite chains running along the [101] direction. One xylyl group is disordered over two positions; the site occupancy factors are ca 0.6 and 0.4.

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4 Chloro N (2,3 di­methyl­phen­yl)benzamide

4 Chloro N (2,3 di­methyl­phen­yl)benzamide

The structural aspects of N-aryl amides are of interest due to their chemical and biological importance. As part of our studies on the substituent effects on the structures and other aspects of N-(aryl)-amides (Bowes et al., 2003; Gowda et al., 2001; Rodrigues et al., 2011), N-(aryl)-methanesulfonamides (Jayalakshmi & Gowda, 2004), N-(aryl)-arylsulfonamides (Gowda et al., 2005) and N-chloro-arylsulfonamides (Gowda et al., 1996), in the present work, crystal structure of 4- chloro-N-(2,3-dimethylphenyl)benzamide (I) has been determined (Fig.1). In (I), the ortho- and meta-methyl substituents in the anilino ring are positioned anti to the N–H bond, similar to that observed in 4-methyl-N-(2,3-dimethylphenyl)- benzamide (II) (Rodrigues et al., 2011).
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Methyl 5 chloro 2 {[(tri­fluoro­methyl)­sulfonyl]amino}benzoate

Methyl 5 chloro 2 {[(tri­fluoro­methyl)­sulfonyl]amino}benzoate

C6 0.091 (5) 0.051 (4) 0.055 (4) −0.002 (4) −0.010 (4) −0.016 (3) C7 0.086 (5) 0.050 (4) 0.055 (4) −0.007 (4) −0.008 (4) −0.006 (3) C8 0.17 (1) 0.108 (8) 0.095 (7) −0.049 (8) −0.042 (7) 0.039 (6) C9 0.092 (6) 0.062 (5) 0.069 (5) −0.005 (4) −0.017 (4) −0.002 (4)

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Design and Synthesis of N-(2-{[(2-Hydroxy-naphtalen-1-yl)- phenyl-methyl]-amino}-ethyl)-3,4-dinitro-benzamide

Design and Synthesis of N-(2-{[(2-Hydroxy-naphtalen-1-yl)- phenyl-methyl]-amino}-ethyl)-3,4-dinitro-benzamide

On the other hand, in the search of another alternative for synthesis of 6;the compound 7 was synthetized which later was used as reagent to form 6.Therefore, the preparation of 7 was made by the reaction of 5 withethylenediamine (3) using a carbodiimide derivative as catalyst. Theinfrared spectra of 7 show bands at 3332 for primary amino group; at 1680for amide group and at 1384 for nitro group. The 1 H NMR spectrum of 7shows signals at

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3 Chloro N (di­phenyl­carbamo­thio­yl)benzamide

3 Chloro N (di­phenyl­carbamo­thio­yl)benzamide

Cl1 0.0544 (6) 0.0299 (5) 0.0360 (6) −0.0082 (5) −0.0165 (5) −0.0022 (4) S1 0.0276 (5) 0.0304 (5) 0.0239 (5) −0.0124 (4) 0.0013 (4) −0.0112 (4) O1 0.0352 (14) 0.0317 (14) 0.0189 (13) −0.0047 (11) −0.0097 (11) −0.0103 (11) N1 0.0228 (15) 0.0256 (15) 0.0138 (15) −0.0063 (12) 0.0024 (12) −0.0093 (12) N2 0.0231 (15) 0.0244 (15) 0.0165 (15) −0.0072 (12) −0.0029 (12) −0.0068 (12) C1 0.0242 (17) 0.0299 (19) 0.0124 (17) −0.0077 (15) −0.0065 (14) −0.0065 (14) C2 0.0220 (17) 0.0281 (19) 0.0188 (18) −0.0098 (15) −0.0006 (14) −0.0079 (15) C3 0.033 (2) 0.034 (2) 0.028 (2) −0.0098 (18) −0.0074 (17) −0.0003 (17) C4 0.031 (2) 0.029 (2) 0.064 (3) −0.0037 (18) −0.003 (2) −0.002 (2)
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3 Chloro N (3 chloro­phen­yl)benzamide

3 Chloro N (3 chloro­phen­yl)benzamide

C12 0.049 (3) 0.041 (2) 0.058 (3) −0.0035 (19) 0.003 (2) −0.006 (2) C13 0.039 (2) 0.049 (3) 0.049 (2) 0.0023 (18) 0.0013 (17) 0.002 (2) Cl3 0.0863 (10) 0.0465 (7) 0.0935 (10) 0.0010 (7) 0.0074 (8) 0.0058 (7) Cl4 0.0804 (8) 0.0452 (7) 0.0932 (10) 0.0119 (6) 0.0009 (7) −0.0068 (7) O2 0.0252 (13) 0.0485 (18) 0.080 (2) −0.0024 (13) −0.0067 (12) 0.0044 (16) N2 0.0358 (19) 0.047 (2) 0.062 (2) 0.0023 (16) −0.0041 (16) 0.0028 (19) C14 0.0340 (19) 0.049 (3) 0.046 (2) 0.0101 (17) 0.0044 (16) 0.0074 (19) C15 0.040 (2) 0.049 (3) 0.051 (2) 0.0023 (19) 0.0038 (18) 0.0041 (19) C16 0.049 (2) 0.044 (3) 0.059 (3) 0.0066 (19) 0.009 (2) 0.005 (2) C17 0.051 (3) 0.062 (3) 0.059 (3) 0.015 (2) −0.004 (2) 0.015 (2) C18 0.053 (3) 0.066 (3) 0.060 (3) 0.007 (2) −0.015 (2) 0.008 (3) C19 0.060 (3) 0.049 (2) 0.049 (2) 0.004 (2) −0.0058 (19) 0.002 (2) C20 0.038 (2) 0.044 (2) 0.048 (2) 0.0064 (18) −0.0026 (16) −0.0033 (19) C21 0.039 (2) 0.045 (2) 0.043 (2) 0.0084 (18) 0.0011 (16) 0.0008 (18) C22 0.0335 (19) 0.052 (3) 0.041 (2) 0.0070 (18) −0.0013 (16) −0.0019 (18) C23 0.046 (2) 0.042 (2) 0.051 (2) 0.0043 (19) 0.0058 (18) 0.0039 (19) C24 0.044 (2) 0.051 (3) 0.060 (3) 0.012 (2) −0.005 (2) 0.012 (2) C25 0.047 (3) 0.066 (3) 0.054 (2) −0.004 (2) −0.013 (2) 0.004 (2) C26 0.050 (2) 0.040 (2) 0.052 (2) 0.002 (2) −0.0029 (18) 0.000 (2)
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Crystal structure of 2 methyl N {[2 (pyri­din 2 yl)eth­yl]carbamo­thio­yl}benzamide

Crystal structure of 2 methyl N {[2 (pyri­din 2 yl)eth­yl]carbamo­thio­yl}benzamide

The title compound, Fig. 1, is a benzoyl thiourea derivative with the pyridine and benzene rings being inclined to one another by 66.54 (9) °. The bond lengths and angles are very similar to those observed for the analogous structure, 4- methyl-N-[2-(pyridin-2-yl)ethylcarbamothioyl]benzamide (Adam et al., 2014). However, in the 4-methyl derivative the pyridine and benzene rings are inclined to one another by 71.33 (15) °. There is an intramolecular N—H···O hydrogen bond present in both molecules forming an S(6) ring motif (for the title compound, see Table 1 and Fig. 1).
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2 Chloro N (3 chloro­phen­yl)benzamide

2 Chloro N (3 chloro­phen­yl)benzamide

Cl1 0.0812 (7) 0.0536 (6) 0.0981 (10) −0.0008 (6) −0.0181 (7) 0.0268 (7) Cl2 0.1036 (10) 0.0798 (9) 0.1282 (16) 0.0244 (8) 0.0548 (10) 0.0169 (10) O1 0.0753 (19) 0.0604 (18) 0.0433 (16) −0.0176 (15) −0.0119 (16) 0.0148 (15) N1 0.059 (2) 0.0434 (17) 0.047 (2) −0.0080 (15) −0.0111 (17) 0.0101 (17) C1 0.043 (2) 0.046 (2) 0.042 (2) −0.0078 (16) 0.0003 (19) 0.007 (2) C2 0.044 (2) 0.044 (2) 0.042 (2) −0.0025 (17) −0.0062 (19) 0.0029 (18)

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2 Chloro N (2,3 di­chloro­phen­yl)benzamide

2 Chloro N (2,3 di­chloro­phen­yl)benzamide

C1 0.0353 (15) 0.0343 (15) 0.0375 (15) 0.0061 (12) 0.0127 (12) −0.0007 (12) C2 0.0448 (17) 0.0418 (17) 0.0389 (16) 0.0093 (15) 0.0149 (13) −0.0026 (13) C3 0.0467 (19) 0.0471 (18) 0.0511 (19) −0.0055 (16) 0.0147 (15) −0.0106 (15) C4 0.0379 (19) 0.060 (2) 0.064 (2) −0.0022 (17) 0.0095 (15) −0.0069 (18) C5 0.043 (2) 0.053 (2) 0.074 (3) 0.0176 (17) 0.0104 (17) −0.0041 (18) C6 0.050 (2) 0.0376 (17) 0.055 (2) 0.0071 (15) 0.0115 (15) −0.0063 (15) C7 0.0414 (17) 0.0326 (15) 0.0438 (16) 0.0041 (13) 0.0172 (13) 0.0011 (13) C8 0.0400 (17) 0.0393 (16) 0.0336 (14) 0.0029 (13) 0.0128 (12) 0.0023 (12) C9 0.0426 (19) 0.0434 (18) 0.0506 (18) 0.0012 (15) 0.0090 (14) 0.0056 (14) C10 0.044 (2) 0.068 (2) 0.064 (2) 0.0131 (18) 0.0096 (16) 0.0015 (19) C11 0.042 (2) 0.073 (3) 0.071 (2) −0.007 (2) 0.0159 (17) 0.003 (2) C12 0.054 (2) 0.055 (2) 0.065 (2) −0.0116 (18) 0.0231 (17) 0.0018 (18) C13 0.0457 (19) 0.0384 (16) 0.0527 (19) −0.0038 (15) 0.0185 (15) 0.0002 (14) Cl4 0.0492 (5) 0.0352 (4) 0.1229 (9) 0.0110 (4) 0.0283 (5) 0.0141 (5) Cl5 0.0330 (4) 0.0743 (7) 0.1059 (8) 0.0019 (5) 0.0126 (4) 0.0079 (6) Cl6 0.0455 (5) 0.0593 (6) 0.1157 (9) 0.0121 (5) 0.0322 (5) −0.0116 (6) O2 0.0459 (13) 0.0357 (11) 0.0453 (11) 0.0033 (10) 0.0119 (9) 0.0058 (9) N2 0.0359 (14) 0.0321 (12) 0.0449 (14) 0.0007 (11) 0.0065 (11) 0.0086 (10) C14 0.0328 (15) 0.0351 (15) 0.0367 (14) −0.0006 (12) 0.0119 (11) 0.0055 (12) C15 0.0423 (18) 0.0341 (16) 0.0485 (17) 0.0067 (14) 0.0184 (14) 0.0075 (13) C16 0.0329 (16) 0.0432 (17) 0.0510 (18) −0.0021 (13) 0.0161 (14) 0.0028 (14) C17 0.047 (2) 0.0457 (18) 0.0525 (19) −0.0114 (16) 0.0185 (15) −0.0047 (15) C18 0.054 (2) 0.0301 (15) 0.0572 (19) 0.0024 (14) 0.0201 (16) −0.0038 (14) C19 0.0352 (16) 0.0394 (16) 0.0454 (17) 0.0053 (14) 0.0101 (13) 0.0010 (13) C20 0.0359 (16) 0.0339 (14) 0.0383 (15) 0.0072 (13) 0.0184 (12) 0.0006 (12) C21 0.0363 (16) 0.0335 (15) 0.0374 (15) 0.0019 (13) 0.0111 (12) −0.0031 (12) C22 0.0395 (18) 0.0407 (17) 0.0472 (17) 0.0038 (14) 0.0133 (13) −0.0028 (14) C23 0.043 (2) 0.067 (2) 0.060 (2) −0.0104 (19) 0.0078 (16) −0.0007 (19) C24 0.077 (3) 0.0399 (19) 0.054 (2) −0.0137 (19) −0.0003 (19) 0.0006 (15) C25 0.074 (3) 0.0357 (17) 0.0509 (19) 0.0061 (18) −0.0013 (17) −0.0010 (14) C26 0.0487 (19) 0.0397 (16) 0.0413 (17) 0.0060 (15) 0.0052 (14) 0.0001 (14)
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2 Chloro N chloro­methyl N (2 ethyl 6 methyl­phen­yl)acetamide

2 Chloro N chloro­methyl N (2 ethyl 6 methyl­phen­yl)acetamide

The xylene solution containing N-methylene-2′-methyl-6′-ethyl-aniline was introduced into a mixture of 1.2 g (0.01 mol) of chloroacetyl chloride and 2 g xylene at 293 K to 313 K under continuous stirring. After about 15 minutes of stirring, 2.5 g of dry ethanol were introduced into mixture at 293 K to 313 K. The reaction mixture was stirred for 5 h, whereupon accoholysis proceeded. At the end of the reaction, 6 g of water were introduced into the mixture, and the phases were separated. The upper organic phase was washed acid-free with about 10 g of water,and the xylene solution, containing about 2.5 g of the desired end product, was separated. Single crystals suitable for X-ray measurements were obtained by recrystallization from ethanol and dichloromethane at room temperature.
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