Hydrazine hydrate (1:1) → Endralazine

HRID 1075929Notes

Reaction equation

HRID 1075929 reaction equation
C(S[C:9]1[N:14]=[N:13][C:12]2[CH2:15][CH2:16][N:17]([C:19](=[O:26])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:18][C:11]=2[CH:10]=1)C1C=CC=CC=1.O.[NH2:28][NH2:29]>C(O)C>[C:19]([N:17]1[CH2:16][CH2:15][C:12]2[N:13]=[N:14][C:9]([NH:28][NH2:29])=[CH:10][C:11]=2[CH2:18]1)(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 20441576HCID 20441576, compound

Product 1

HCID 47608Endralazine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 4.0 g of 3-benzylmercapto-6-benzoyl-5,6,7,8-tetrahydropyrido[4,3-c]pyridazine and 1.5 g of hydrazine hydrate in 10 cc of 95% ethanol is heated in an autoclave at a bath temperature of 150° for 16 hours. The oil obtained after concentrating the reaction mixture in a vacuum, is divided between chloroform and a small amount of water, and the organic phase is concentrated to a red oil. The title compound is obtained by crystallization from dimethyl formamide. M.P. 220°-223° (decomp.).

Workup

  1. customThe oil obtained
  2. concentrationafter concentrating the reaction mixture in a vacuum
  3. concentrationa small amount of water, and the organic phase is concentrated to a red oil

Sources & evidence

ORD record
ord-aafd41bbfe9d470c8910b8f598506334
Source dataset
uspto-grants-1976_05
Patent number
US03954754

Reaction notes

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