Hydrazine hydrate (1:1) → HCID 21320508, compound

HRID 262281Notes

Reaction equation

HRID 262281 reaction equation
C(O[C:4]1[C:9]([C:10]([NH2:12])=[O:11])=[CH:8][N:7]=[C:6]2[N:13]([CH2:16][CH3:17])[N:14]=[CH:15][C:5]=12)C.O.[NH2:19][NH2:20]>CO>[CH2:16]([N:13]1[C:6]2=[N:7][CH:8]=[C:9]([C:10]([NH2:12])=[O:11])[C:4]([NH:19][NH2:20])=[C:5]2[CH:15]=[N:14]1)[CH3:17]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 21823880HCID 21823880, compound

Product 1

HCID 21320508HCID 21320508, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 3.6 g. of 4-ethoxy-1-ethyl-1H-pyrazolo-[3,4-b]pyridine-5-carboxamide [J. Het. Chem. 9, 235 (1972)] (0.0154 mol.), dissolved in 100 ml. of hot methanol, are added 0.83g. of hydrazine hydrate (98%). On allowing the reaction mixture to stand for 3 days, 2.15g. of 1-ethyl-4-hydrazino-1H-pyrazolo[3,4-b]pyridine-5-carboxamide crystallize out. Work up of the mother liquor gives another 0.9g., total yield 3.05g. (90%). The product is recrystallized from ethanol, m.p. 201°-202° (dec.).

Workup

  1. customof 1-ethyl-4-hydrazino-1H-pyrazolo[3,4-b]pyridine-5-carboxamide crystallize out
  2. customgives another 0.9g
  3. customThe product is recrystallized from ethanol, m.p. 201°-202° (dec.)

Sources & evidence

ORD record
ord-6189b86444734898b4480c30d24b84d8
Source dataset
uspto-grants-1979_05
Patent number
US04153796

Reaction notes

Loading…