4-Chloroaniline → Benzamide

HRID 1071594Notes

Reaction equation

HRID 1071594 reaction equation
ClC1C=CC(N)=CC=1.N[C:10]1[CH:11]=[C:12]([CH:24]=[CH:25][C:26]=1OC)[C:13]([NH:15]C1C=CC(F)=C(F)C=1)=[O:14]>>[C:13]([NH2:15])(=[O:14])[C:12]1[CH:24]=[CH:25][CH:26]=[CH:10][CH:11]=1

Participants

3

Reactant 2

HCID 78124-ChloroanilineHCID 10755041HCID 10755041, compound

Product 1

HCID 2331BenzamideYield 47.2%

Procedure

The title compound was synthesized as in Example 1 using 4-chloroaniline (1.0 g, 8.1 mmol), CSI (0.85 mL, 9.8 mmol), and 3-amino-N-(3,4-difluoro-phenyl)-4-methoxy-benzamide (1.17 g, 4.2 mmol) to give 0.24 g of benzamide, 3-[[[[[(4-chlorophenyl)amino]carbonyl]amino]sulfonyl]amino]-N-(3,4-difluorophenyl)-4-methoxy-. Microanalysis: C21H17ClF2N4O5S; calculated: C=49.37; H=3.35; N=10.97. found: C=49.15; H=3.17; N=10.70. MS: M++1=511 Da. Mp 195-198° C.

Sources & evidence

ORD record
ord-77e38c81b3764e3189fb7b36c483ba13
Source dataset
uspto-grants-2005_06
Patent number
US06906094B2

Reaction notes

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