3-(Trifluoromethyl)aniline → HCID 178509180, compound

HRID 254969Notes

Reaction equation

HRID 254969 reaction equation
FC(F)(F)C1C=C(N[N:10]=[C:11]([C:14]#[N:15])[C:12]#[N:13])C=CC=1.[F:18][C:19]([F:28])([F:27])[C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][CH:26]=1)[NH2:23].C(#N)CC#N.O.[NH2:35][NH2:36]>>[F:18][C:19]([F:27])([F:28])[C:20]1[CH:21]=[C:22]([NH:23][N:10]=[C:11]2[C:12]([NH2:13])=[N:36][N:35]=[C:14]2[NH2:15])[CH:24]=[CH:25][CH:26]=1

Participants

5

Reactant 4

HCID 73753-(Trifluoromethyl)anilineHCID 8010MalononitrileHCID 24654Hydrazine hydrate (1:1)2×HCID 911564HCID 911564, compound

Product 1

HCID 178509180HCID 178509180, compound

Procedure

4-[(3-trifluoromethylphenyl)hydrazono]-4H-pyrazole-3,5-diamine was prepared using 119 mg (0.5 mmol) of 2-[(3-trifluoromethylphenyl)hydrazono]malononitrile, which was derived from 3-(trifluoromethyl)aniline (125 μL, 1.0 mmol) and malononitrile (1.5 mmol), and hydrazine hydrate. Precipitate formed in the reaction tube approximately 10 minutes after the addition of hydrazine hydrate. The resulting solid was isolated by filtration, washed with ethanol, and dried to yield 43 mg (31%) of the compound as a yellow solid.

Workup

  1. customPrecipitate formed in the reaction tube approximately 10 minutes
  2. customThe resulting solid was isolated by filtration
  3. washwashed with ethanol
  4. customdried

Sources & evidence

ORD record
ord-b7ac891c829d47389baad8499a514180
Source dataset
uspto-grants-2011_01
Patent number
US07875728B2

Reaction notes

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