1H-Benzimidazole-2-carbothioamide(9CI) synthesis

5synthesis methods

Product Name:1H-Benzimidazole-2-carbothioamide(9CI)
CAS Number:35369-17-6
Molecular formula:C8H7N3S
Molecular Weight:177.23

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Yield:35369-17-6 61.2%

Reaction Conditions:

with Lawessons reagent in tetrahydrofuran at 66; for 5 h;

Steps:

1H-Benzo[d]imidazole-2-carbothioamide (10):

To a solution of 9 (3.0 g, 18.6 mmol) in THF (70 mL) wasadded Lawesson’s reagent (7.5 g, 18.6 mmol). The resulting solution was stirred at 66 °C for 5 h. Aftercomplete conversion of the starting material, the reaction mixture was concentrated in vacuo and theresidue was redissolved in DCM (500 mL), the solution was washed with saturated NaCl solutionthree times, dried over anhydrous sodium sulfate, concentrated and purified by flash silica gel columnchromatography (DCM:MeOH = 100:1) to obtain 10 as yellow solid in 61.2% yield. LC-MS m/z: 178.2[M + H]+.

References:

Wang, Shuxiang;Guan, Lihong;Zang, Jie;Xing, Kun;Zhang, Jian;Liu, Dan;Zhao, Linxiang [Molecules,2019,vol. 24,# 7,art. no. 1198]

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