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

HRID 70432Notes

Reaction equation

HRID 70432 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][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=1.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][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 120002-Amino-4-chlorobenzenethiolHCID 256687Methyl 4-(bromomethyl)benzoate

Product 1

HCID 28942620Methyl 4-(((2-amino-4-chlorophenyl)thio)methyl)benzoateYield 88%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following General Procedure A, the title compound (2.2 g, 88%) was prepared from 2-amino-4-chlorobenzenethiol (1.3 g, 8.14 mmol), methyl 4-(bromomethyl)benzoate (1.86 g, 8.14 mmol) and K2CO3 (5.6 g, 40.73 mmol) in DMF (20 ml).

Sources & evidence

ORD record
ord-b5fa9fe4cf4d49e39bbd17966380523b
Source dataset
uspto-grants-2014_09
Patent number
US08822530B2

Reaction notes

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