Acetic Acid → HCID 14695085, compound

HRID 1607555Notes

Reaction equation

HRID 1607555 reaction equation
[CH2:1]([S:7][C:8]1[S:22][C:11]2=[N:12][C:13]([O:20][CH3:21])=[C:14]([N+:17]([O-:19])=[O:18])[C:15](=[O:16])[N:10]2[N:9]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].OO.[OH2:25].C(O)(=[O:28])C>O.O.[O-][W]([O-])(=O)=O.[Na+].[Na+]>[CH2:1]([S:7]([C:8]1[S:22][C:11]2=[N:12][C:13]([O:20][CH3:21])=[C:14]([N+:17]([O-:19])=[O:18])[C:15](=[O:16])[N:10]2[N:9]=1)(=[O:28])=[O:25])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 962WaterHCID 15610802HCID 15610802, compound

Product 1

HCID 14695085HCID 14695085, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 150191Sodium Tungstate DihydrateCatalyst

Conditions

Temperature
50 °C

Procedure

In 50 ml of acetic acid, 1.9 g of 2-hexylthio-7-methoxy-6-nitro-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one and 0.1 g of sodium tungstate dihydrate were dissolved. The solution was warmed to 50° C., and 3.1 g of a 30% hydrogen peroxide solution was added dropwise, and thereafter the solution was stirred at 52° C. for 1 hour. The reaction mixture was poured into 500 ml of water, and the formed precipitate was collected by filtration. The precipitate was washed with a sodium hydrogen sulfite aqueous solution and water, and recrystallized from ethanol. Thus 1.5 g of 2-hexanesulfonyl-7-methoxy-6-nitro-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one as colorless prismatic crystals was obtained.

Workup

  1. filtrationthe formed precipitate was collected by filtration
  2. washThe precipitate was washed with a sodium hydrogen sulfite aqueous solution and water
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-b8037b1a3000460e97d66550736d1d6b
Source dataset
uspto-grants-1989_09
Patent number
US04866064

Reaction notes

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