Nitric Acid → 2,4-Dichloro-5-(5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl)nitrobenzene

HRID 2180311Notes

Reaction equation

HRID 2180311 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[C:11]([O:13][CH:14]([F:16])[F:15])[N:10]([CH3:17])[N:9]=2)=[C:4]([Cl:18])[CH:3]=1.[N+:19]([O-])([OH:21])=[O:20]>S(=O)(=O)(O)O>[Cl:1][C:2]1[CH:3]=[C:4]([Cl:18])[C:5]([C:8]2[CH:12]=[C:11]([O:13][CH:14]([F:16])[F:15])[N:10]([CH3:17])[N:9]=2)=[CH:6][C:7]=1[N+:19]([O-:21])=[O:20]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 156723613-(2,4-Dichlorophenyl)-5-difluoromethoxy-1-methyl-1H-pyrazole

Product 1

HCID 224917282,4-Dichloro-5-(5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl)nitrobenzene

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

3.0 g (10.2 mmol) of 1,3-dichloro-4-(5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl)benzene were dissolved in 10 ml of concentrated sulfuric acid. At 0° C., 0.7 g (11.2 mmol) of 100% strength nitric acid was added dropwise, and the mixture was then stirred at 0° C.-10° C. for 1 h. The reaction mixture was then poured onto ice and the precipitate was filtered off with suction, washed with 100 ml of water and dried. This gave 3.24 g of the nitrobenzene as a yellow solid of melting point 134-137° C.

Workup

  1. additionThe reaction mixture was then poured onto ice
  2. filtrationthe precipitate was filtered off with suction
  3. washwashed with 100 ml of water
  4. customdried

Sources & evidence

ORD record
ord-7554904f478243c08e679d71efea70a1
Source dataset
uspto-grants-2005_05
Patent number
US06888003B2

Reaction notes

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