Benzene → Endralazine

HRID 1075928Notes

Reaction equation

HRID 1075928 reaction equation
C(S[C:4]1[N:9]=[N:8][C:7]2[CH2:10][CH2:11][N:12]([C:14](=[O:21])[C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH2:13][C:6]=2[CH:5]=1)C.C(N1CCC2[N:34]=[N:35]C(S)=CC=2C1)(=O)C1C=CC=CC=1.C(Br)C.C1C=CC=CC=1>C(O)(C)C.CCOCC>[C:14]([N:12]1[CH2:11][CH2:10][C:7]2[N:8]=[N:9][C:4]([NH:34][NH2:35])=[CH:5][C:6]=2[CH2:13]1)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

6

Reactant 4

HCID 241BenzeneHCID 6332Ethyl BromideHCID 20441570HCID 20441570, compoundHCID 178519528HCID 178519528, compound

Product 1

HCID 47608Endralazine

Reagents, catalysts & solvents 1

HCID 22147583Diethyl ether 2-propanolSolvent

Procedure

The 3-ethylmercapto-6-benzoyl-5,6,7,8-tetrahydropyrido[4,3-c]pyridazine, required as starting material, may be obtained in a manner analogous to that described in Example 41 (b), from 34.8 g of 6-benzoyl-3-mercapto-5,6,7,8-tetrahydropyrido[4,3-c]pyridazine and 16.8 g of ethyl bromide. Reaction time 19 hours. Working up as described in Example 41 (b), eluant: benzene. M.P. 132°-135° (decomp., from isopropanol/ether).

Workup

  1. custommay be obtained in a manner analogous to
  2. customReaction time 19 hours

Sources & evidence

ORD record
ord-a220a7de68a5407ab7eb71fd898b6978
Source dataset
uspto-grants-1976_05
Patent number
US03954754

Reaction notes

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