Hydrazine hydrate (1:1) → Endralazine

HRID 1075898Notes

Reaction equation

HRID 1075898 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. M.P. 220°-223° (decomp.).

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-0055f07e29434896a11ed4ccc4cad352
Source dataset
uspto-grants-1976_05
Patent number
US03954754

Reaction notes

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