Benzo(d)thiazol-2-amine → N-(benzo[d]thiazol-2-yl)-1H-imidazole-1-carbothioamide

HRID 2257760Notes

Reaction equation

HRID 2257760 reaction equation
[C:1]([N:8]1[CH:12]=[CH:11][N:10]=[CH:9]1)([N:3]1[CH:7]=[CH:6][N:5]=[CH:4]1)=[S:2].NC1[S:15][C:16]2C=C[CH:20]=[CH:19][C:17]=2N=1>C(#N)C>[S:15]1[C:16]2[CH:17]=[CH:19][CH:20]=[CH:12][C:11]=2[N:10]=[C:9]1[NH:8][C:1]([N:3]1[CH:7]=[CH:6][N:5]=[CH:4]1)=[S:2]

Participants

4

Reactant 2

HCID 8706Benzo(d)thiazol-2-amineHCID 802641,1'-Thiocarbonyldiimidazole

Product 1

HCID 19703709N-(benzo[d]thiazol-2-yl)-1H-imidazole-1-carbothioamideYield 44.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 1,1'-thiocarbonyldiimidazole (8.9 g, 50 mmol) and 2-aminobenzothiazole (7.5 g, 50 mmol) in acetonitrile (125 mL) was stirred at room temperature for 20 h. The resulting precipitate was collected by filtration to provide 5.75 g (44%) of the title product:

Workup

  1. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-791f2c43c5ee41899be755f04e76f55a
Source dataset
uspto-grants-1997_08
Patent number
US05658907

Reaction notes

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