Water → HCID 178427874, compound

HRID 1488744Notes

Reaction equation

HRID 1488744 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](OCC)=[C:9]([CH3:16])[C:10](=O)[C:11]([F:14])([F:13])[F:12])=[CH:4][CH:3]=1.[NH2:20][NH2:21].O>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:21][N:20]=[C:10]([C:11]([F:14])([F:13])[F:12])[C:9]=2[CH3:16])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 9321HydrazineHCID 54190065HCID 54190065, compound

Product 1

HCID 178427874HCID 178427874, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 5.5 g of 4-(4-chlorophenyl)-4-ethoxy-1,1,1-trifluoro-3-methyl-3-buten-2-one in 20 mL of MeOH was slowly treated with 0.70 mL of NH2NH2 and allowed to stir for two hours. Water was added to the reaction mixture and a precipitate formed. The solid was collected by filtration and washed with hexanes to yield 3.87 g of 5-(4-chlorophenyl)-4-methyl-3-(trifluoromethyl)-1H-pyrazole as a white powdery product: mp 139.0 ° C.; 1HNMR (CDCl3) δ2.09 (s, 3H), 7.39 (m, 2H), 7.45 (m, 2H, 8.5 Hz), 11.75 (bs, 1H). 19FNMR (CDCl3) δ-62.34 (3F). Anal. Calcd for C11 H8N2F3Cl: C, 50.69; H, 3,09; N, 10.57. Found: C, 50.68; H, 3.05; N, 10.81.

Workup

  1. customa precipitate formed
  2. filtrationThe solid was collected by filtration
  3. washwashed with hexanes

Sources & evidence

ORD record
ord-23d7bb2d7cfb44d7904fcdda7e7c360d
Source dataset
uspto-grants-1997_10
Patent number
US05675017

Reaction notes

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