Water → HCID 2088519, compound

HRID 605257Notes

Reaction equation

HRID 605257 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].CCN(C(C)C)C(C)C.[F:21][C:22]([F:33])([F:32])[C:23]1[CH:24]=[C:25]([CH:29]=[CH:30][CH:31]=1)[C:26](Cl)=[O:27].O>C1COCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:26](=[O:27])[C:25]2[CH:29]=[CH:30][CH:31]=[C:23]([C:22]([F:21])([F:32])[F:33])[CH:24]=2)=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10]

Participants

6

Reactant 4

HCID 962WaterHCID 677684-Fluoro-3-nitroanilineHCID 752573-(Trifluoromethyl)benzoyl chlorideHCID 81531Diisopropylethylamine

Product 1

HCID 2088519HCID 2088519, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was synthesized from 4-fluoro-3-nitro-phenylamine (2.00 g, 12.81 mmol) dissolved in THF (25 ml) and Hunig's base (3.312 g, 25.62 mmol) to which was added 3-trifluoromethyl-benzoyl chloride (2.672 g, 12.81 mmol) drop wise over 10 minutes. Reaction mixture was stirred at room temperature for 1 hr at which time water was added and the title compound was collected by filtration (3.11 g, 97%).

Workup

  1. customReaction mixture
  2. additionwas added
  3. filtrationthe title compound was collected by filtration (3.11 g, 97%)

Sources & evidence

ORD record
ord-af38f1170f444cc2819e14dd280d2c73
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

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