Phenylacetyl chloride → HCID 21246502, compound

HRID 620393Notes

Reaction equation

HRID 620393 reaction equation
Cl.[NH:2]=[C:3]1[CH:8]=[CH:7][N:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:5]=[CH:4]1.[C:15]1([CH2:21][C:22]([Cl:24])=[O:23])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[ClH:24].[C:9]1([N:6]2[CH:7]=[CH:8][C:3](=[N:2][C:22](=[O:23])[CH2:21][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:4]=[N:5]2)[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 7679Phenylacetyl chlorideHCID 21246174HCID 21246174, compound

Product 1

HCID 21246502HCID 21246502, compoundYield 41%

Procedure

6.0 g (28.9 millimoles) of 1,4-dihydro-4-imino-1-phenylpyridazine hydrochloride in 50 ml of phenylacetyl chloride were kept at 120° C. for 6 hours, while stirring. The mixture was cooled and then evaporated down, and the residue was treated with methanol/methyl tert.-butyl ether. The solid was filtered off under suction and recrystallized first from ethanol and then from ethanol/acetone with the addition of active charcoal. 3.9 g (41% of theory) of 1,4-dihydro-1-phenyl-4-[(phenylacetyl)-imino]-pyridazine hydrochloride were isolated as pale beige crystals of melting point 208°-210° C.

Workup

  1. temperatureThe mixture was cooled
  2. customevaporated down
  3. additionthe residue was treated with methanol/methyl tert.-butyl ether
  4. filtrationThe solid was filtered off under suction
  5. customrecrystallized first from ethanol
  6. additionfrom ethanol/acetone with the addition of active charcoal

Sources & evidence

ORD record
ord-a91c224a41f6428aaab35ad8240453ab
Source dataset
uspto-grants-1989_04
Patent number
US04820821

Reaction notes

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