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ChemicalBook CAS DataBase List [1,2,5]THIADIAZOLIDINE 1,1-DIOXIDE
5823-51-8

[1,2,5]THIADIAZOLIDINE 1,1-DIOXIDE synthesis

4synthesis methods
2-BENZYL-[1,2,5]THIADIAZOLIDINE 1,1-DIOXIDE

144432-72-4

[1,2,5]THIADIAZOLIDINE 1,1-DIOXIDE

5823-51-8

General procedure for the synthesis of 1,2,5-thiadiazolidine 1,1-dioxide from 2-benzyl-1Λ~6~,2,5-thiadiazolidine-1,1-dione: A mixture of 2-benzyl-1,2,5-thiadiazolidine-1,1-dioxide (1.000 g, 4.7 mmol) with 20% palladium hydroxide (0.200 g) in methanol (20 mL) was placed under hydrogen atmosphere (1 atm) and stirred for 16 hours. Upon completion of the reaction, the mixture was filtered through diatomaceous earth and the filtrate was concentrated to afford the white solid product 1,2,5-thiadiazolidine-1,1-dioxide (0.570 g, 99% yield). The product was characterized by 1H NMR (300 MHz, d6-DMSO): δ 6.68 (s, 2H), 3.30-3.25 (m, 4H).

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Yield: 99%

Reaction Conditions:

with water;palladium(II) hydroxide in methanol under 760.051 Torr; for 16 h;

Steps:

100 Preparation 100:1,2,5-Thiadiazolidine-1,1-dioxide
Preparation 100:1,2,5-Thiadiazolidine-1,1-dioxide [0437] [0438] A mixture of 2-benzyl-1,2,5-thiadiazolidine-1,1-dioxide (1.000 g, 4.7 mmol) and 20% palladium hydroxide (0.200 g) in methanol (20 mL) was stirred under a hydrogen atmosphere (1 atm) for 16 hrs. The mixture was filtered through Celite and the filtrate concentrated to afford a white solid (0.570 g, 99%). 1H NMR (300 MHz, d6-DMSO) δ 6.68 (s, 2H), 3.30-3.25 (m, 4H).

References:

Bersot, Ross;Humphries, Paul US2013/303524, 2013, A1 Location in patent:Paragraph 0437-0438