Chloroform → HCID 18376908, compound

HRID 2300911Notes

Reaction equation

HRID 2300911 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:18])[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH3:16])[C:11]=2[NH2:17])=[CH:4][CH:3]=1.C(Cl)(Cl)[Cl:20]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:18])[C:10]2[CH:15]=[C:14]([Cl:20])[CH:13]=[C:12]([CH3:16])[C:11]=2[NH2:17])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 6212ChloroformHCID 167824812-Amino-N-(4-chlorophenyl)-3-methylbenzamide

Product 1

HCID 18376908HCID 18376908, compound

Procedure

To a solution of N-(4-chlorophenyl)-2-amino-3-methylbenzamide (0.40 g, 1.5 mmol) in chloroform (3 mL) at 0° C. was added SO2Cl2 (0.3 g, 2.3 mmol). The mixture was warmed to ambient temperature and stirred for 1 hour. Concentration of all volatiles in vacuo afforded N-(4-chlorophenyl)-2-amino-3-methyl-5-chlorobenzamide as a yellow solid; NMR (DMSO-d6) 10.2 (s, 1), 7.8 (d, 2), 7.6 (s, 1), 7.4 (d, 2), 7.2 (s, 1), 6.2 (br, 2), 2.1 (s, 3) ppm.

Sources & evidence

ORD record
ord-880cd9cb222f43248a940180a176a59b
Source dataset
uspto-grants-2002_12
Patent number
US06498185B1

Reaction notes

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