Hydrazine hydrate (1:1) → 1H-Pyrazole-4-carbonitrile, 5-amino-1-(6-hydrazino-3-pyridazinyl)-

HRID 1413929Notes

Reaction equation

HRID 1413929 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([N:8]2[C:12]([NH2:13])=[C:11]([C:14](=O)[NH2:15])[CH:10]=[N:9]2)=[CH:6][CH:7]=1.O.[NH2:18][NH2:19]>CN(C)C=O>[NH:18]([C:2]1[N:3]=[N:4][C:5]([N:8]2[C:12]([NH2:13])=[C:11]([C:14]#[N:15])[CH:10]=[N:9]2)=[CH:6][CH:7]=1)[NH2:19]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 12562796HCID 12562796, compound

Product 1

HCID 64105621H-Pyrazole-4-carbonitrile, 5-amino-1-(6-hydrazino-3-pyridazinyl)-

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 10 g. of 3-chloro-6-(4-cyano-5-amino-1-pyrazolyl)-pyridazine (prepared according to Example 24), 20 ml. dimethylformamide and 40 ml. of 98% hydrazine hydrate is heated at 90°-95° C. for 5 hours. After cooling the precipitated product is filtered, washed with water and ethanol, triturated with 50 ml. of hot ethanol, filtered and dried. Yield: 9.1 g. (93%); m.p.: 264°-266° C. The hydrochloride melts at 253°-256° C.

Workup

  1. additionA mixture of 10 g
  2. temperatureAfter cooling the precipitated product
  3. filtrationis filtered
  4. washwashed with water and ethanol
  5. customtriturated with 50 ml
  6. filtrationof hot ethanol, filtered
  7. customdried

Sources & evidence

ORD record
ord-0fb9ce992e4a4ad3ba0880e190922116
Source dataset
uspto-grants-1981_02
Patent number
US04251658

Reaction notes

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