Stannous Chloride → 4-(2-Amino-4-methyl-phenylsulfanyl)-phenol

Reaction equation

[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)=[C:4]([N+:16]([O-])=O)[CH:3]=1.Cl[Sn]Cl>>[NH2:16][C:4]1[CH:3]=[C:2]([CH3:1])[CH:7]=[CH:6][C:5]=1[S:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1

Participants

Reactant 2

HCID 24479Stannous Chloride

HCID 549110984-(4-Methyl-2-nitro-phenylsulfanyl)-phenol

Product 1

HCID 668081234-(2-Amino-4-methyl-phenylsulfanyl)-phenolYield 117.5%

Procedure

The product from Example 9b (8.65 g, 31.3 mmol) was reduced with SnCl2 following the procedure from Example 7f giving the title compound as a white solid (8.51 g, 100%).

Sources & evidence

ORD record: ord-620b2d4a12d74910a5b44de5d984cdf9
Source dataset: uspto-grants-2012_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08236950B2

Reaction notes

Loading…