Hydrazine hydrate (1:1) → HCID 13475879, compound

HRID 1247884Notes

Reaction equation

HRID 1247884 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([C:7](=O)[CH2:8][CH2:9][C:10](O)=[O:11])[N:4]=[C:3]1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.CN1C(C(=O)CCC(O)=O)=CN=C1C1C=CC=CC=1.O.[NH2:40][NH2:41]>C(O)C.C(O)(=O)C>[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[CH2:8][CH2:9][C:10](=[O:11])[NH:40][N:41]=2)[N:4]=[C:3]1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

6

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 13475877HCID 13475877, compoundHCID 13475878HCID 13475878, compound

Product 1

HCID 13475879HCID 13475879, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

A mixture of 1-methyl-γ-oxo-2-phenyl-1H-imidazole-4-butanoic acid and of 1-methyl-γ-oxo-2-phenyl-1H-imidazole-5-butanoic acid (as obtained by method B, ca 60:40 ratio) in 150 ml of ethanol and 25 ml of glacial acetic acid is treated with 12 ml of hydrazine hydrate at 85° C. for six hours and then is allowed to stand overnight at room temperature. The solid is collected, washed with water, then with cold ethanol, and finally with ether giving 4.2 g of pure 4,5-dihydro-6-(1-methyl-2-phenyl-1H-imidazol-4-yl)-3(2H)-pyridazinone as nearly white crystals, mp 271°-272° C., dec.

Workup

  1. customThe solid is collected
  2. washwashed with water

Sources & evidence

ORD record
ord-fa8b7bc1b6664792a11611f305bbdc26
Source dataset
uspto-grants-1985_06
Patent number
US04521416

Reaction notes

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