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

HRID 605293Notes

Reaction equation

HRID 605293 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[C:10]([N+:25]([O-])=O)=[CH:11][C:12]([CH3:24])=[C:13]([NH:15][C:16](=[O:23])[C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:14]=2)=[CH:4][CH:3]=1.OC1C=CC(SC2C([N+]([O-])=O)=CC(C)=C(NC(=O)CC3C=CC=CC=3)C=2)=CC=1>>[NH2:25][C:10]1[C:9]([S:8][C:5]2[CH:6]=[CH:7][C:2]([OH:1])=[CH:3][CH:4]=2)=[CH:14][C:13]([NH:15][C:16](=[O:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:12]([CH3:24])[CH:11]=1

Participants

3

Reactant 2

HCID 67040761N-[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 67040289N-[4-Amino-5-(4-hydroxy-phenylsulfanyl)-2-methyl-phenyl]-benzamideYield 100%

Procedure

The product from Example 267B was reacted according to the procedure from Example 265C substituting the product from Example 267B for the product from Example 265B to provide the title compound as a brown solid (0.11 g, 100%). This material was utilized without purification by silica gel chromatography.

Sources & evidence

ORD record
ord-bb73e60440204624b03b795b13312e09
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

Loading…