3-Chlorophenethylamine → N-[2-(3-chlorophenyl)ethyl]-N'-[2-benzothiazolyl]thiourea

HRID 233683Notes

Reaction equation

HRID 233683 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[NH:10][C:11]([N:13]1[CH:17]=[CH:16]N=C1)=[S:12].[Cl:18][C:19]1[CH:20]=[C:21](CCN)[CH:22]=[CH:23][CH:24]=1>CN(C)C=O>[Cl:18][C:19]1[CH:24]=[C:23]([CH2:16][CH2:17][NH:13][C:11]([NH:10][C:2]2[S:1][C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[N:3]=2)=[S:12])[CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 1393813-ChlorophenethylamineHCID 19703709N-(benzo[d]thiazol-2-yl)-1H-imidazole-1-carbothioamide

Product 1

HCID 19703698N-[2-(3-chlorophenyl)ethyl]-N'-[2-benzothiazolyl]thioureaYield 63.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 1-[(2-benzothiazolyl)thiocarbamoyl]imidazole (1.04 g, 4 mmol) and 2-(3-chlorophenyl)ethylamine (0.63 g, 4 retool) in N,N-dimethylformamide (15 mL) was stirred at 100° C. for 1 h, the reaction was cooled to room temperature and the solvent removed in vacuo. The residue was crystallized from ethyl acetate to provide 0.88 g (63%) of the title product:

Workup

  1. customthe solvent removed in vacuo
  2. customThe residue was crystallized from ethyl acetate

Sources & evidence

ORD record
ord-d0d028c30722424cb2c5c8ec94049be4
Source dataset
uspto-grants-1997_01
Patent number
US05593993

Reaction notes

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