Hydroxylamine → HCID 178523962, compound

HRID 1755914Notes

Reaction equation

HRID 1755914 reaction equation
C([O:4][CH2:5][C:6]1[N:19]=[C:9]2[N:10]=[C:11]([C:15](OC)=[O:16])[CH:12]=[C:13]([SH:14])[N:8]2[N:7]=1)(=O)C.[NH2:20][OH:21]>CO>[OH:21][NH:20][C:15]([C:11]1[CH:12]=[C:13]([SH:14])[N:8]2[N:7]=[C:6]([CH2:5][OH:4])[N:19]=[C:9]2[N:10]=1)=[O:16]

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 178498635HCID 178498635, compound

Product 1

HCID 178523962HCID 178523962, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 2-(acetoxymethyl)-7-mercapto-s-triazolo[1,5-a]pyrimidine-5-carboxylate (80 mg) (0.28 mmol) are dissolved in 3 ml of absolute methanol. 188 mg (5.7 mmol) of hydroxylamine are added within 4 days while stirring. The product is precipitated (pH 6) with 3N aqueous hydrochloric acid, filtered off under suction and washed with methanol. After crystallization from methanol there are obtained 50 mg of N-hydroxy-2-(hydroxymethyl)-7-mercapto-s-triazolo[1,5-a]pyrimidine-5-carboxamide as a yellow powder.

Workup

  1. customThe product is precipitated (pH 6) with 3N aqueous hydrochloric acid
  2. filtrationfiltered off under suction
  3. washwashed with methanol
  4. customAfter crystallization from methanol

Sources & evidence

ORD record
ord-404092c8a41343869b131343689daef4
Source dataset
uspto-grants-1995_08
Patent number
US05438052

Reaction notes

Loading…