2-Fluorobenzoyl chloride → 6-[3'-Nitro-4'-(o-fluoro-benzoylamino)-phenyl]-4,5-dihydro-3(2H)-pyridazinone

HRID 2398938Notes

Reaction equation

HRID 2398938 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:9][CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16].[F:18][C:19]1[CH:27]=[CH:26][CH:25]=[CH:24][C:20]=1[C:21](Cl)=[O:22]>ClC1C=CC=CC=1>[N+:15]([C:3]1[CH:4]=[C:5]([C:8]2[CH2:9][CH2:10][C:11](=[O:14])[NH:12][N:13]=2)[CH:6]=[CH:7][C:2]=1[NH:1][C:21](=[O:22])[C:20]1[CH:24]=[CH:25][CH:26]=[CH:27][C:19]=1[F:18])([O-:17])=[O:16]

Participants

4

Reactant 2

HCID 98082-Fluorobenzoyl chlorideHCID 221678336-(4'-Amino-3'-nitro-phenyl)-4,5-dihydro-3(2H)-pyridazinone

Product 1

HCID 214321786-[3'-Nitro-4'-(o-fluoro-benzoylamino)-phenyl]-4,5-dihydro-3(2H)-pyridazinone

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

11.7 gm of 6-(4'-amino-3'-nitro-phenyl)-4,5-dihydro-3(2H)-pyridazinone wereadded in small portions to a boiling solution of 15.8 gm of o-fluoro-benzoyl chloride in 350 ml of chlorobenzene, and the resulting mixture was heated for 15 hours more. After cooling, the reaction product was suction-filtered off and boiled with ethanol for purification.

Workup

  1. temperaturethe resulting mixture was heated for 15 hours more
  2. temperatureAfter cooling
  3. filtrationthe reaction product was suction-filtered off
  4. customboiled with ethanol for purification

Sources & evidence

ORD record
ord-ebf090e193c04408a70041b8faf20c55
Source dataset
uspto-grants-1977_05
Patent number
US04026891

Reaction notes

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