3-Bromo-N-[5-(4-hydroxy-phenylsulfanyl)-2-methyl-4-nitro-phenyl]-benzamide → N-[4-Amino-5-(4-hydroxy-phenylsulfanyl)-2-methyl-phenyl]-3-bromo-benzamide

HRID 605291Notes

Reaction equation

HRID 605291 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:26]=[CH:27][CH:28]=1)[C:5]([NH:7][C:8]1[CH:13]=[C:12]([S:14][C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)[C:11]([N+:22]([O-])=O)=[CH:10][C:9]=1[CH3:25])=[O:6].OC1C=CC(SC2C([N+]([O-])=O)=CC(C)=C(NC(=O)CC3C=CC=CC=3)C=2)=CC=1>>[NH2:22][C:11]1[C:12]([S:14][C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)=[CH:13][C:8]([NH:7][C:5](=[O:6])[C:4]2[CH:26]=[CH:27][CH:28]=[C:2]([Br:1])[CH:3]=2)=[C:9]([CH3:25])[CH:10]=1

Participants

3

Reactant 2

HCID 670402513-Bromo-N-[5-(4-hydroxy-phenylsulfanyl)-2-methyl-4-nitro-phenyl]-benzamide2×HCID 67041085N-[5-(4-Hydroxy-phenylsulfanyl)-2-methyl-4-nitro-phenyl]-2-phenyl-acetamide

Product 1

HCID 67040607N-[4-Amino-5-(4-hydroxy-phenylsulfanyl)-2-methyl-phenyl]-3-bromo-benzamideYield 86%

Procedure

The product from Example 266B was reacted according to the procedure from Example 265C substituting the product from Example 266B for the product from Example 265B to provide the title compound as a brown solid (0.164 g, 86%). This material was utilized without purification by silica gel chromatography.

Sources & evidence

ORD record
ord-e534153dea784af89212a3a177600d82
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

Loading…