Hydrazine hydrate (1:1) → Endralazine

HRID 1633036Notes

Reaction equation

HRID 1633036 reaction equation
[C:1]([N:9]1[CH2:19][CH2:18][C:12]2[N:13]=[N:14][C:15](Cl)=[CH:16][C:11]=2[CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[NH2:21][NH2:22]>>[C:1]([N:9]1[CH2:19][CH2:18][C:12]2[N:13]=[N:14][C:15]([NH:21][NH2:22])=[CH:16][C:11]=2[CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 12582765HCID 12582765, compound

Product 1

HCID 47608Endralazine

Procedure

A suspension of 21.6 g of 6-benzoyl-3-chloro-5,6,7,8-tetrahydropyrido[4,3-c]pyridazine in 80 cc of hydrazine hydrate is boiled at reflux at an oil bath temperature of 110° for 1 hour. After a reaction time of approximately 15 minutes the material dissolves completely. The crude title compound resulting after cooling the mixture, is washed with a small amount of absolute ethanol and dissolved in 60 cc of dimethyl formamide. 60 cc of absolute ethanol are added to the solution, whereupon the title compound crystallizes.

Workup

  1. temperatureat reflux at an oil bath temperature of 110° for 1 hour
  2. dissolutionAfter a reaction time of approximately 15 minutes the material dissolves completely

Sources & evidence

ORD record
ord-42ad74e2cb9f491db7485b14e38898e0
Source dataset
uspto-grants-1984_10
Patent number
US04478837

Reaction notes

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