Potassium Carbonate → 5-Chloro-2-((4-nitrobenzyl)thio)aniline

HRID 2097734Notes

Reaction equation

HRID 2097734 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:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]([S:9][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)=[C:2]([CH:7]=1)[NH2:1]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 120002-Amino-4-chlorobenzenethiolHCID 660114-Nitrobenzyl bromide

Product 1

HCID 126182135-Chloro-2-((4-nitrobenzyl)thio)anilineYield 93.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following General Procedure A, the title compound (624 mg, 92%) was prepared from 2-amino-4-chlorobenzenethiol (555 mg, 3.10 mmol), 1-(bromomethyl)-4-nitrobenzene (490 mg, 2.268 mmol) and K2CO3 (1.3 g, 9.50 mmol) in DMF (20 ml).

Sources & evidence

ORD record
ord-bff197d5bc93425e8ae0d258ee523768
Source dataset
uspto-grants-2013_05
Patent number
US08450367B2

Reaction notes

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