Nitric Acid → HCID 15027574, compound

HRID 1090643Notes

Reaction equation

HRID 1090643 reaction equation
[CH2:1]([N:4]1[C:9](=[O:10])[CH:8]=[C:7]2[S:11][CH2:12][CH2:13][N:6]2[C:5]1=[O:14])[CH2:2][CH3:3].S(=O)(=O)(O)O.[N+:20]([O-])([OH:22])=[O:21]>>[N+:20]([C:8]1[C:9](=[O:10])[N:4]([CH2:1][CH2:2][CH3:3])[C:5](=[O:14])[N:6]2[CH2:13][CH2:12][S:11][C:7]=12)([O-:22])=[O:21]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 10375888HCID 10375888, compound

Product 1

HCID 15027574HCID 15027574, compoundYield 85%

Procedure

6-Propyl-2,3-dihydro-5H-thiazolo[3,2-c]pyrimidine-5,7-(6H)-dione (2.12 g) was added to concentrated sulfuric acid (5.2 ml) little by little under ice cooling, and then, fuming nitric acid (1.8 ml) was added dropwise thereto with stirring. The mixture was stirred under ice cooling for 1 hour. The reaction temperature was kept under 5° C. for this period. The reaction solution was poured on ice water, and the resulting crystals were collected by filtration and recrystallization from ethanol-ethyl acetate to give pale yellow needles (2.0 g, 85%).

Workup

  1. stirringThe mixture was stirred under ice cooling for 1 hour
  2. waitThe reaction temperature was kept under 5° C. for this period
  3. additionThe reaction solution was poured on ice water
  4. filtrationthe resulting crystals were collected by filtration and recrystallization from ethanol-ethyl acetate

Sources & evidence

ORD record
ord-43e62e38895b44fa983394b31f3d4155
Source dataset
uspto-grants-1992_01
Patent number
US05082838

Reaction notes

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