Hydrazine hydrate (1:1) → HCID 14099432, compound

HRID 569769Notes

Reaction equation

HRID 569769 reaction equation
[N:1]1([C:10]2[CH:15]=[CH:14][C:13]([C:16](=O)[CH2:17][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.[NH2:24][NH2:25]>C(O)C>[N:1]1([C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH2:17][CH2:18][C:19](=[O:21])[NH:24][N:25]=3)=[CH:12][CH:11]=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 20146334HCID 20146334, compound

Product 1

HCID 14099432HCID 14099432, compoundYield 50.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 9 g of 4-(4,5,6,7-tetrahydro-1H-benzimidazol-1-yl)-γ-oxobenzenebutanoic acid and 3.5 g of hydrazine hydrate in 80 ml of ethanol is heated under reflux for six hours. The reaction mixture is allowed to cool and filtered. The crude product is finally crystallized from 2-methoxyethanol to yield 4.5 g of the product 4,5-dihydro-6-[4-(4,5,6,7-tetrahydro-1H-benzimidazol-1-yl)phenyl]-3(2H)-pyridazinone, mp 296°-297° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for six hours
  3. temperatureto cool
  4. filtrationfiltered
  5. customThe crude product is finally crystallized from 2-methoxyethanol

Sources & evidence

ORD record
ord-c7bffc6d2cde46a48e0e26946e707cc9
Source dataset
uspto-grants-1988_03
Patent number
US04734415

Reaction notes

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