Hydrazine hydrate (1:1) → HCID 14032753, compound

HRID 2413469Notes

Reaction equation

HRID 2413469 reaction equation
[N:1]1([C:10]2[CH:15]=[CH:14][C:13]([C:16](=O)[CH:17]([CH3:22])[CH2:18][C:19]([OH:21])=O)=[CH:12][CH:11]=2)[C:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:4]=2[N:3]=[CH:2]1.O.[NH2:25][NH2:26]>C(O)C>[N:1]1([C:10]2[CH:11]=[CH:12][C:13]([C:16]3[CH:17]([CH3:22])[CH2:18][C:19](=[O:21])[NH:25][N:26]=3)=[CH:14][CH:15]=2)[C:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:4]=2[N:3]=[CH:2]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 14032754HCID 14032754, compound

Product 1

HCID 14032753HCID 14032753, compoundYield 43.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4-(4,5,6,7-tetrahydro-1H-benzimidazol-1-yl)-β-methyl-γ-oxobenzenebutanoic acid (7.3 g, 0.023 mol), 80% hydrazine hydrate (1.75 g, 0.028 mol) in ethanol (75 ml) is heated under reflux for six hours. The solution is concentrated to a small volume and filtered. The residue is washed with 2-propanol, followed by ether to give 3.1 g of 4,5-dihydro-6-[4-(4,5,6,7-tetrahydro-1H-benzimidazol-1-yl)phenyl]-5-methyl-3(2H)-pyridazinone, mp 199°-200° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for six hours
  3. concentrationThe solution is concentrated to a small volume
  4. filtrationfiltered
  5. washThe residue is washed with 2-propanol

Sources & evidence

ORD record
ord-e154b626d3224330842e8dde0b14e9df
Source dataset
uspto-grants-1988_01
Patent number
US04717730

Reaction notes

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