2-Aminothiophenol → Methyl 2-(((2-aminophenyl)thio)methyl)benzoate

HRID 520967Notes

Reaction equation

HRID 520967 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[SH:8].Br[CH2:10][C:11]1[CH:20]=[CH:19][CH:18]=[CH:17][C:12]=1[C:13]([O:15][CH3:16])=[O:14].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][CH2:10][C:11]1[CH:20]=[CH:19][CH:18]=[CH:17][C:12]=1[C:13]([O:15][CH3:16])=[O:14]

Participants

5

Reactant 3

HCID 87132-AminothiophenolHCID 11430Potassium CarbonateHCID 2734813Methyl 2-(bromomethyl)benzoate

Product 1

HCID 82976125Methyl 2-(((2-aminophenyl)thio)methyl)benzoateYield 74%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following General Procedure A, the title compound (1.7 g, 74%) was prepared from 2-aminobenzenethiol (1.1 g, 8.47 mmol), methyl 2-(bromomethyl)benzoate (1.9 g, 8.47 mmol), and K2CO3 (3.5 g, 25.4 mmol) in DMF (50 ml).

Sources & evidence

ORD record
ord-067d6b8dbc7c4efbbdb5757d17c176d7
Source dataset
uspto-grants-2016_05
Patent number
US09328067B2

Reaction notes

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