ChemicalBook CAS DataBase List 5-CARBOXY-1-PENTANETHIOL

5-CARBOXY-1-PENTANETHIOL synthesis

5synthesis methods

Product Name:5-CARBOXY-1-PENTANETHIOL
CAS Number:17689-17-7
Molecular formula:C6H12O2S
Molecular Weight:148.22

4224-70-8
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17689-17-7
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$150.00/50mg

Yield: 89%

Reaction Conditions:

Stage #1:6-bromohexanoic acid with thiourea in methanolReflux;
Stage #2: with ammonium hydroxide in methanol at 120; for 2 h;Sealed tube;

Steps:

5 Example 5
1 mol of thiourea and 1 mol of 6-bromohexanoic acid are refluxed with 90% methanol as a solvent. After the reaction is completed, the reaction solution is debrominated, and 10 mol of 20% aqueous ammonia solution is added, sealed, heated to 120° C., and stirred for 2 hours.Cool down to room temperature, take out the reaction solution, and neutralize with dilute sulfuric acid to a pH of 1.Most of the methanol is recovered by distillation first.Then the temperature was lowered again, extraction was performed with ethyl acetate, the ethyl acetate was recovered by desolvation, and distillation under reduced pressure gave 6-mercaptohexanoic acid with a yield of 89%.Most of the water is distilled out of the remaining water phase, and the recovered water can absorb ammonia gas and make acid with diluted concentrated sulfuric acid. The yield is 89%, which has no obvious effect on the yield.The remaining liquid of the distillation is cooled, and there is a solid precipitation, which is filtered to obtain an ammonium salt mixture.The filtrate can be combined with the next raffinate aqueous phase and treated in the same way.The ammonium salt mixture is dried and the nitrogen content is determined to be 26%.

References:

Yao Wengang CN111187189, 2020, A Location in patent:Paragraph 0011

502-44-3 Synthesis