Hydrochloric Acid → HCID 178523964, compound

HRID 1755903Notes

Reaction equation

HRID 1755903 reaction equation
[OH:1][CH2:2][C:3]1[CH:8]=[C:7]([SH:9])[N:6]2[N:10]=[C:11]([C:13]([O:15]C)=O)[N:12]=[C:5]2[N:4]=1.[NH2:17][OH:18].Cl>CO>[SH:9][C:7]1[N:6]2[N:10]=[C:11]([C:13]([NH:17][OH:18])=[O:15])[N:12]=[C:5]2[N:4]=[C:3]([CH2:2][OH:1])[CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 787HydroxylamineHCID 178499051HCID 178499051, compound

Product 1

HCID 178523964HCID 178523964, compoundYield 59.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 5-(hydroxymethyl)-7-mercapto-s-triazolo[1,5-a]pyrimidine-2-carboxylate (100 mg) (0.416 mmol) are dissolved in about 5 ml of methanol. 275 mg (8.3 mmol) of hydroxylamine are added thereto at room temperature while stirring within 48 hours. The reaction mixture is made acid (pH 5.5) with 3N aqueous hydrochloric acid. The product is filtered off under suction and crystallized from methanol. There are obtained 60 mg of 7-mercapto-N-hydroxy-5-(hydroxymethyl)-s-triazolo[1,5-a]pyrimidine-2-carboxamide as beige crystals of melting point 238°-239° C. (dec.).

Workup

  1. filtrationThe product is filtered off under suction
  2. customcrystallized from methanol

Sources & evidence

ORD record
ord-c3eb16531ddf4e84b387499536ffbc23
Source dataset
uspto-grants-1995_08
Patent number
US05438052

Reaction notes

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