O-Methyltyramine → N-[2-(4-methoxyphenyl)ethyl]-N'-[2-benzothiazolyl]thiourea

HRID 233687Notes

Reaction equation

HRID 233687 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].[CH3:18][O:19][C:20]1[CH:25]=[CH:24][C:23](CCN)=[CH:22][CH:21]=1>CN(C)C=O>[CH3:18][O:19][C:20]1[CH:25]=[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]=1

Participants

4

Reactant 2

HCID 4657O-MethyltyramineHCID 19703709N-(benzo[d]thiazol-2-yl)-1H-imidazole-1-carbothioamide

Product 1

HCID 19703741N-[2-(4-methoxyphenyl)ethyl]-N'-[2-benzothiazolyl]thioureaYield 62%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 1-[(2-benzothiazolyl)thiocarbamoyl]imidazole (1.04 g, 4 mmol) and 2-(4-methoxyphenyl)ethylamine (0.62 g, 4 mmol) 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 0.85 g (62%) of the title product:

Workup

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

Sources & evidence

ORD record
ord-be0204a8bf3b44318ff7d4a26505c274
Source dataset
uspto-grants-1997_01
Patent number
US05593993

Reaction notes

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