Potassium Carbonate → 5-Trifluoromethyl-4-chloro-3-(3'-methoxy-4'-nitrophenoxy)-1-methylpyrazole

HRID 1089041Notes

Reaction equation

HRID 1089041 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[N:7]([CH3:8])[N:6]=[C:5]([OH:9])[C:4]=1[Cl:10].F[C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[C:16]([O:23][CH3:24])[CH:15]=1.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[F:12][C:2]([F:1])([F:11])[C:3]1[N:7]([CH3:8])[N:6]=[C:5]([O:9][C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[C:16]([O:23][CH3:24])[CH:15]=2)[C:4]=1[Cl:10]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 27792505-Fluoro-2-nitroanisoleHCID 178481948HCID 178481948, compound

Product 1

HCID 150172855-Trifluoromethyl-4-chloro-3-(3'-methoxy-4'-nitrophenoxy)-1-methylpyrazoleYield 93.1%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

8.02 g (0.04 mol) of 5-trifluoromethyl-4- chloro-3-hydroxy-1-methylpyrazole and 6.85 g (0.04 mol) of 4-fluoro-2-methoxynitrobenzene were mixed together with 6.22 g (0.045 mol) of potassium carbonate in 50 ml of DMSO for 4 hours at a temperature of 72° C. and overnight at a temperature of 85° C. The product was isolated in accordance with Example 2(c) to give 13.1 g (93% yield) of a yellow solid, m.p. 71°-73.5° C.

Workup

  1. customThe product was isolated in accordance with Example 2(c)

Sources & evidence

ORD record
ord-af6df112a7164dcba97d4d5262b33516
Source dataset
uspto-grants-1990_10
Patent number
US04964895

Reaction notes

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