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

HRID 1607544Notes

Reaction equation

[CH2:1]([S:8][C:9]1[S:20][C:12]2=[N:13][CH:14]=[C:15]([O:18][CH3:19])[C:16](=[O:17])[N:11]2[N:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[OH:21]OS([O-])=O.[K+].[OH2:27]>CO>[CH2:1]([S:8]([C:9]1[S:20][C:12]2=[N:13][CH:14]=[C:15]([O:18][CH3:19])[C:16](=[O:17])[N:11]2[N:10]=1)(=[O:21])=[O:27])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

Conditions

Temperature: 65 °C

Procedure

In 55 ml of methanol, 3.3 g of 2-heptylthio-6-methoxy-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was dissolved. A dispersion of 19.4 g of OXONE® suspended in 70 ml of water was added to the methanol solution, and the resulting mixture was warmed to 65° C. and stirred for 1 hour. The residue obtained by the same procedure as in Preparation Example 7 was recrystallized from ethanol and thus 1.8 g of 2-heptanesulfonyl-6-methoxy-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was obtained.

Workup

customThe residue obtained by the same procedure as in Preparation Example 7
customwas recrystallized from ethanol

Sources & evidence

ORD record: ord-efda4d408d71440599b25c275938e178
Source dataset: uspto-grants-1989_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04866064

Reaction notes

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