Potassium Carbonate → Methyl 2-(((2-amino-4-chlorophenyl)thio)methyl)benzoate

HRID 520950Notes

Reaction equation

HRID 520950 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[SH:9].Br[CH2:11][C:12]1[CH:21]=[CH:20][CH:19]=[CH:18][C:13]=1[C:14]([O:16][CH3:17])=[O:15].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[S:9][CH2:11][C:12]1[CH:21]=[CH:20][CH:19]=[CH:18][C:13]=1[C:14]([O:16][CH3:17])=[O:15]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 120002-Amino-4-chlorobenzenethiolHCID 2734813Methyl 2-(bromomethyl)benzoate

Product 1

HCID 82975614Methyl 2-(((2-amino-4-chlorophenyl)thio)methyl)benzoateYield 85.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following General Procedure A, the title compound (1.6 g, 84%) was prepared from 2-amino-4-chlorobenzenethiol (969 mg, 6.06 mmol), methyl 2-(bromomethyl)benzoate (1.4 g, 6.11 mmol) and K2CO3 (4.2 g, 30.55 mmol) in DMF (50 ml).

Sources & evidence

ORD record
ord-5112f1525d1746008f3a5ce6b3378d67
Source dataset
uspto-grants-2016_05
Patent number
US09328067B2

Reaction notes

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