Ethanol → 4-hydrazinyl-1-methyl-1h-pyrazolo[3,4-d]pyrimidine

HRID 371613Notes

Reaction equation

HRID 371613 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]2[NH:8][N:9]=[CH:10][C:3]=12.O.[NH2:12][NH2:13].[CH2:14](O)C>>[NH:12]([C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([CH3:14])[N:9]=[CH:10][C:3]=12)[NH2:13]

Participants

4

Reactant 3

HCID 702Ethanol2×HCID 24654Hydrazine hydrate (1:1)HCID 2210954-Chloro-1H-pyrazolo[3,4-d]pyrimidine

Product 1

HCID 2197854-hydrazinyl-1-methyl-1h-pyrazolo[3,4-d]pyrimidine

Procedure

50 g. of 4-chloropyrazolo[3,4-d]pyrimidine are dissolved in 700 ml. of absolute ethanol and 25 g. of hydrazine hydrate in 100 ml. of ethanol are slowly added dropwise with stirring. This is stirred for 13 hours at room temperature and the product formed is then filtered under suction, water is added and the product, 4-hydrazino-1-methylpyrazolo[3,4-d]pyrimidine, is crystallized from dimethylformamide as yellowish crystals, m.p. 231°.

Workup

  1. stirringThis is stirred for 13 hours at room temperature
  2. customthe product formed
  3. filtrationis then filtered under suction, water
  4. additionis added
  5. customthe product, 4-hydrazino-1-methylpyrazolo[3,4-d]pyrimidine, is crystallized from dimethylformamide as yellowish crystals, m.p. 231°

Sources & evidence

ORD record
ord-a270fd47da1e47c0978cfde1f3230638
Source dataset
uspto-grants-1978_05
Patent number
US04087423

Reaction notes

Loading…