HCID 178513767, compound → HCID 178518059, compound
Reaction equation
S(O)(O)(=O)=O.[NH2:6][C:7]1[C:11]([C:12]([NH2:14])=[O:13])=[CH:10][NH:9][N:8]=1.N[C:16]1C(C(N)=O)=CNN=1>C(N)=O>[OH:13][C:12]1[N:14]=[CH:16][N:6]=[C:7]2[NH:8][N:9]=[CH:10][C:11]=12Participants
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 145 °C
Procedure
A suspension of 3-aminopyrazole-4-carboxamide hemisulphate (113 g.) in formamide (325 ml.) was stirred and heated to 145° C. The reaction was held at 145° C. for 5 hours. The reaction was then cooled to 30° C. and the product collected and washed with formamide (2 × 50 ml.), water (2 × 150 ml.) and acetone (2 × 100 ml.). Wt. of crude product = 79 gms. The crude product was recrystallized by dissolution in a solution made from sodium hydroxide (25 g.) in water (1200 ml.) with treatment at 25° C. with charcoal (8 g.), followed by reprecipitation by the addition of concentrated hydrochloric acid to pH 5. The product was collected and washed with cold water (2 × 300 ml.), acetone (2 × 200 ml.) and dried in vacuo at 60° C. Weight = 70 g. Yield = 80%.
Workup
- temperatureThe reaction was then cooled to 30° C.
- customthe product collected
- washwashed with formamide (2 × 50 ml.), water (2 × 150 ml.) and acetone (2 × 100 ml.)
- customThe crude product was recrystallized by dissolution in a solution
- custommade from sodium hydroxide (25 g.) in water (1200 ml.) with treatment at 25° C. with charcoal (8 g.)
- customfollowed by reprecipitation by the addition of concentrated hydrochloric acid to pH 5
- customThe product was collected
- washwashed with cold water (2 × 300 ml.), acetone (2 × 200 ml.)
- customdried in vacuo at 60° C
Sources & evidence
- ORD record
- ord-16d1eb54abec4955b070c1e08d0f9260
- Source dataset
- uspto-grants-1979_03
- Patent number
- US04146713
Reaction notes
Loading…