Nitric Acid → 2-(4-Chloro-6-fluoro-3-hydroxy-2-nitrophenyl)-5-trifluoromethylpyridazin-3-one

HRID 277434Notes

Reaction equation

HRID 277434 reaction equation
[N+:1]([O-:4])(O)=[O:2].[Cl:5][C:6]1[C:11]([OH:12])=[CH:10][C:9]([N:13]2[C:18](=[O:19])[CH:17]=[C:16]([C:20]([F:23])([F:22])[F:21])[CH:15]=[N:14]2)=[C:8]([F:24])[CH:7]=1>>[Cl:5][C:6]1[CH:7]=[C:8]([F:24])[C:9]([N:13]2[C:18](=[O:19])[CH:17]=[C:16]([C:20]([F:21])([F:22])[F:23])[CH:15]=[N:14]2)=[C:10]([N+:1]([O-:4])=[O:2])[C:11]=1[OH:12]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 114040782-(4-Chloro-2-fluoro-5-hydroxyphenyl)-5-trifluoromethylpyridazin-3-one

Product 1

HCID 186156602-(4-Chloro-6-fluoro-3-hydroxy-2-nitrophenyl)-5-trifluoromethylpyridazin-3-one

Procedure

Nitric acid (70%, 12 ml) was added to the ice-cooled 2-(4-chloro-2-fluoro-5-hydroxyphenyl)-5-trifluoromethylpyridazin-3-one (1.25 g) and stirred at room temperature for 30 minutes. Crushed ice was added. The precipitate was collected by filtration and washed with water to give 1.20 g of the desired product, m.p. 146-8° C.

Workup

  1. additionCrushed ice was added
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with water

Sources & evidence

ORD record
ord-690eaf413e6e4125a1aed21a497a1561
Source dataset
uspto-grants-2002_03
Patent number
US06355799B1

Reaction notes

Loading…