Nitric Acid → 3-(4-Chloro-3-nitrophenyl)-1-methyl-4,5-di(trifluoromethyl)-1H-pyrazole

HRID 1005278Notes

Reaction equation

HRID 1005278 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([C:13]([F:16])([F:15])[F:14])=[C:11]([C:17]([F:20])([F:19])[F:18])[N:10]([CH3:21])[N:9]=2)=[CH:4][CH:3]=1.[N+:22]([O-])([OH:24])=[O:23]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([C:13]([F:15])([F:16])[F:14])=[C:11]([C:17]([F:20])([F:18])[F:19])[N:10]([CH3:21])[N:9]=2)=[CH:4][C:3]=1[N+:22]([O-:24])=[O:23]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 187910203-(4-Chlorophenyl)-1-methyl-4,5-di(trifluoromethyl)-1H-pyrazole

Product 1

HCID 187910223-(4-Chloro-3-nitrophenyl)-1-methyl-4,5-di(trifluoromethyl)-1H-pyrazole

Conditions

Temperature
0 °C

Procedure

9 g (27 mmol) of 3-(4-chlorophenyl)-1-methyl-4,5-di(trifluoromethyl)-1H-pyrazole were added at (-40)° C. to 100 ml of concentrated nitric acid, whereupon the mixture was stirred for 2 hours at this temperature. The solution, which was subsequently warmed to 0° C., was treated with ice-water. The product was subsequently extracted with methyl tert-butyl ether. The organic phase was washed with water, dried over magnesium sulfate and concentrated.

Workup

  1. extractionThe product was subsequently extracted with methyl tert-butyl ether
  2. washThe organic phase was washed with water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-2a98118533e94f3ea0b49942b5ff8ade
Source dataset
uspto-grants-2000_04
Patent number
US06054412

Reaction notes

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