Water → HCID 178523788, compound

HRID 1370104Notes

Reaction equation

HRID 1370104 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[CH:15]([NH:17][C@H:18]1[CH2:23][CH2:22][C@H:21]([NH2:24])[CH2:20][CH2:19]1)=[O:16].O>N1C=CC=CC=1>[CH:15]([NH:17][C@H:18]1[CH2:23][CH2:22][C@H:21]([NH:24][C:2]2[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=2[N+:12]([O-:14])=[O:13])[CH2:20][CH2:19]1)=[O:16]

Participants

5

Reactant 3

HCID 962WaterHCID 677784-Fluoro-3-nitrobenzotrifluorideHCID 178511684HCID 178511684, compound

Product 1

HCID 178523788HCID 178523788, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 4-fluoro-3-nitrobenzotrifluoride (900 mg) in pyridine (9 mL) was added trans-4-formamidocyclohexylamine (734 mg). The mixture was stirred at 100° C. under nitrogen atmosphere for 5 hours. After cooling to room temperature, water was added to the mixture. The resulting precipitate was collected by filtration and washed with water to give 4-[(trans-4-formamidocyclohexyl)amino]-3-nitrobenzotrifluoride (1.24 g) as a yellow solid.

Workup

  1. temperatureAfter cooling to room temperature
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with water

Sources & evidence

ORD record
ord-7df2f09571e24faeb84683e9f13f4c69
Source dataset
uspto-grants-2003_06
Patent number
US06582351B1

Reaction notes

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