Hydrochloric Acid → HCID 178432397, compound

HRID 1755908Notes

Reaction equation

HRID 1755908 reaction equation
[SH:1][C:2]1[N:7]2[N:8]=[C:9]([CH3:11])[N:10]=[C:6]2[N:5]=[C:4]([C:12]([O:14]C)=O)[CH:3]=1.[NH2:16][OH:17].Cl>CO>[OH:17][NH:16][C:12]([C:4]1[CH:3]=[C:2]([SH:1])[N:7]2[N:8]=[C:9]([CH3:11])[N:10]=[C:6]2[N:5]=1)=[O:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 787HydroxylamineHCID 178498634HCID 178498634, compound

Product 1

HCID 178432397HCID 178432397, compoundYield 107.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 7-mercapto-2-methyl-s-triazolo[1,5-a]pyrimidine-5-carboxylate (500 mg) (2.23 mmol) are suspended in 10 ml of absolute methanol. 2.95 mg (8.9 mmol) of hydroxylamine are added within 4 days while stirring. The reaction mixture is acidified (pH 6) with 3N aqueous hydrochloric acid. The product is filtered off under suction and washed in sequence with water, methanol and diethyl ether. There are obtained 540 mg of N-hydroxy-7-mercapto-2-methyl-s-triazolo[1,5-a]pyrimidine-5-carboxamide as yellow crystals of melting point 178°-179° C.

Workup

  1. filtrationThe product is filtered off under suction
  2. washwashed in sequence with water, methanol and diethyl ether

Sources & evidence

ORD record
ord-d412f197799b4b22b90be8d0b48a79c4
Source dataset
uspto-grants-1995_08
Patent number
US05438052

Reaction notes

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