Methylhydrazine → 1-Methyl-4-(1-methylhydrazino)-1H-pyrazolo[3,4-d]pyrimidine

HRID 1703625Notes

Reaction equation

HRID 1703625 reaction equation
[CH3:1][NH:2][NH2:3].Cl[C:5]1[N:10]=[CH:9][N:8]=[C:7]2[N:11]([CH3:14])[N:12]=[CH:13][C:6]=12>C(O)C>[CH3:1][N:2]1[C:5]2=[N:10][CH:9]=[N:8][C:7]([N:11]([CH3:14])[NH2:12])=[C:6]2[CH:13]=[N:3]1

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 2197514-chloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine

Product 1

HCID 3665451-Methyl-4-(1-methylhydrazino)-1H-pyrazolo[3,4-d]pyrimidine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.7 g. of methylhydrazine is dissolved in 30 ml. of ethanol. 3.3 g. of 4-chloro-1-methylpyrazolo[3,4-d]pyrimidine is added portionwise. The mixture is refluxed for 30 minutes and then allowed to stand in the refigerator overnight. The mixture is filtered and the product, 1-methyl-4-(1-methylhydrazino)pyrazolo[3,4-d]pyrimidine, is recrystallized from ethanol-methanol, m.p. 213°-215° (yield 4.2 g.).

Workup

  1. temperatureThe mixture is refluxed for 30 minutes
  2. customto stand in the refigerator overnight
  3. filtrationThe mixture is filtered
  4. customthe product, 1-methyl-4-(1-methylhydrazino)pyrazolo[3,4-d]pyrimidine, is recrystallized from ethanol-methanol, m.p. 213°-215° (yield 4.2 g.)

Sources & evidence

ORD record
ord-44f920865a344215ba1145fe9c8aeb38
Source dataset
uspto-grants-1978_11
Patent number
US04124764

Reaction notes

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