Dimethylformamide → HCID 178434095, compound

HRID 255027Notes

Reaction equation

HRID 255027 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1.[NH2:12][C:13]1[CH:17]=[C:16]([CH3:18])[NH:15][N:14]=1.C[N:20](C=O)C>O>[CH3:18][C:16]1[C:17](=[N:20][NH:7][C:6]2[CH:8]=[CH:9][C:3]([C:2]([F:10])([F:11])[F:1])=[CH:4][CH:5]=2)[C:13]([NH2:12])=[N:14][N:15]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 99644-(Trifluoromethyl)anilineHCID 931461H-Pyrazol-3-amine, 5-methyl-

Product 1

HCID 178434095HCID 178434095, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5-methyl-4-[(4-trifluoromethylphenyl)hydrazono]-4H-pyrazol-3-ylamine was prepared from 4-trifluoromethylaniline (0.36 g, 2.2 mmol) and 3-amino-5-methylpyrazole (0.3 g, 3.1 mmol) according to procedure described above except that the substituted aniline was initially dissolved in a mixture of water (3.6 mL) and DMF (2.0 mL) prior to being acidified. The crude material was purified by column chromatography (CHCl3:MeOH=10:1) to yield 0.041 g (7%) of the compound as an orange solid. MS (m/z, ES+): 270.2 (M+1, 100%).

Workup

  1. customThe crude material was purified by column chromatography (CHCl3:MeOH=10:1)

Sources & evidence

ORD record
ord-a131840379b4403d8d489ae87bafc6dc
Source dataset
uspto-grants-2011_01
Patent number
US07875728B2

Reaction notes

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