Water → 2-benzylsulfonyl-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one

HRID 703830Notes

Reaction equation

[CH2:1]([S:8][C:9]1[S:19][C:12]2=[N:13][CH:14]=[C:15]([CH3:18])[C:16](=[O:17])[N:11]2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:20]OS([O-])=O.[K+].[OH2:26]>C(O)C>[CH2:1]([S:8]([C:9]1[S:19][C:12]2=[N:13][CH:14]=[C:15]([CH3:18])[C:16](=[O:17])[N:11]2[N:10]=1)(=[O:20])=[O:26])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Conditions

Temperature: 60 °C

Procedure

In 75 ml of ethanol, 2.8 g of 2-benzylthio-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one prepared in Preparation Example 1 was added and dissolved by warming the mixture to 60° C. To this solution, an aqueous suspension of 35.7 g OXONE ® of in 150 ml of water was added, and the mixture was stirred at 60° C. for 2 hours. After cooling, water was added to dissolve inorganic materials, and the deposited crystals were collected by filtration. The crystals were recrystallized from ethanol, and thus 1.6 g of 2-benzylsulfonyl-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was obtained. m.p. 171°-173° C. Yield 52%.

Workup

additionwas added
dissolutiondissolved
additionwas added
temperatureAfter cooling
dissolutionto dissolve inorganic materials
filtrationthe deposited crystals were collected by filtration
customThe crystals were recrystallized from ethanol

Sources & evidence

ORD record: ord-2318d268ac4c41b991d2bc05e98e2881
Source dataset: uspto-grants-1991_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04985432

Reaction notes

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