Hydrazine hydrate (1:1) → 6-Hydrazino-N-[4-(trifluoromethyl)phenyl]nicotinamide

HRID 1503241Notes

Reaction equation

HRID 1503241 reaction equation
Cl[C:2]1[CH:20]=[CH:19][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)=[O:7])=[CH:4][N:3]=1.O.[NH2:22][NH2:23]>C(O)C>[NH:22]([C:2]1[CH:20]=[CH:19][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)=[O:7])=[CH:4][N:3]=1)[NH2:23]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 1807007HCID 1807007, compound

Product 1

HCID 622374246-Hydrazino-N-[4-(trifluoromethyl)phenyl]nicotinamideYield 64%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

6-Chloro-N-[4-(trifluoromethyl)phenyl]nicotinamide (0.49 g) and hydrazine monohydrate (4 mL) were suspended in ethanol (8 mL), and the suspension was heated to reflux for 15 hours. The reaction solution was concentrated under reduced pressure, and the obtained solid was then collected by filtration and washed with ethyl acetate. The solid was dried under reduced pressure to obtain the title compound (0.31 g) as a white solid (yield: 64%).

Workup

  1. temperaturethe suspension was heated
  2. temperatureto reflux for 15 hours
  3. concentrationThe reaction solution was concentrated under reduced pressure
  4. filtrationthe obtained solid was then collected by filtration
  5. washwashed with ethyl acetate
  6. customThe solid was dried under reduced pressure

Sources & evidence

ORD record
ord-8c29163138cc4f9f96ebd3681977c29a
Source dataset
uspto-grants-2015_12
Patent number
US09212170B2

Reaction notes

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