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ChemicalBook CAS DataBase List 1H-1,2,4-Triazole-3-thiol
3179-31-5

1H-1,2,4-Triazole-3-thiol synthesis

3synthesis methods
1H-1,2,4-Triazole-3-thiol is synthesized by reactions of the corresponding carboxylic acid hydrazides with isothiocyanates and subsequent cyclization of intermediate 1,4-substituted thiosemicarbazides. 
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Yield:3179-31-5 55%

Reaction Conditions:

Stage #1:formic acid;thiosemicarbazide in water at -10 - 105;
Stage #2: with sodium carbonate in water at 100; for 4 h;

Steps:

A Example A Synthesis of an intermediate 3-mercapto-1,2,4-triazole
Formic acid (24.2g, 0.52mol), water (25mL) and aminothiourea (20g, 0.22mol) were added to a 100mL reaction flask, heated to 105 ° C for half an hour; then slowly reduced to room temperature, then reduced Slow crystallization at -10 ° C;Finally, the solid was filtered to dry to give an aldehyde amine thiourea (white solid 22.3 g, yield: 85%).The aldehyde amine thiourea (12 g, 0.1 mol) was added to a 250 mL single-mouth bottle, and then water (130 mL) and sodium carbonate (21.2 g, 0.25 mol) were added, and the mixture was heated to 100 ° C for 4 hours;Then slowly reduce to room temperature, adjust the pH value to 4-5 with dilute hydrochloric acid, then slowly stir at -10 °C, slowly devitrify; filter out the solid, dry,5.6 g of a white solid were obtained in a yield of 55%.

References:

Dongguan Dongyang Guang Ke Research And Development Co., Ltd.;Li Yitao;Lin Jian;Yao Wenqiang;Xu Junxing;Wu Yang;Liu Xinshuo CN108689951, 2018, A Location in patent:Paragraph 0355; 0356; 0357; 0358

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