2-Aminobenzimidazole → N-(1H-benzo[d]imidazol-2-yl)-1H-imidazole-1-carbothioamide

HRID 861601Notes

Reaction equation

HRID 861601 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[NH:15][C:16]2C=C[CH:20]=[CH:19][C:17]=2N=1>C(#N)C>[N:15]1[C:16]2[CH:17]=[CH:19][CH:20]=[CH:12][C:11]=2[NH: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 136242-AminobenzimidazoleHCID 802641,1'-Thiocarbonyldiimidazole

Product 1

HCID 19704123N-(1H-benzo[d]imidazol-2-yl)-1H-imidazole-1-carbothioamideYield 73.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 1,1'-thiocarbonyldiimidazole (8.91 g, 50 mmol) and 2-aminobenzimidazole (6.66 g, 50 mmol) in acetonitrile (50 mL) was stirred at room temperature for 19 hours. The resulting precipitate was collected by filtration to provide 8.92 g (73%) of the titled product:

Workup

  1. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-f77505c6793044cc913761a840942f32
Source dataset
uspto-grants-1998_02
Patent number
US05714503

Reaction notes

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