Water → HCID 789035, compound

HRID 883872Notes

Reaction equation

HRID 883872 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.[O:21]1[CH:25]=[CH:24][CH:23]=[C:22]1[C:26](Cl)=[O:27].O>C1COCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:26]([C:22]2[O:21][CH:25]=[CH:24][CH:23]=2)=[O:27])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10]

Participants

6

Reactant 4

HCID 962WaterHCID 677684-Fluoro-3-nitroanilineHCID 682422-Furancarbonyl chlorideHCID 81531Diisopropylethylamine

Product 1

HCID 789035HCID 789035, compoundYield 90.5%

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 furan-2-carbonyl chloride (1.672 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 providing the title compound (2.90 g, 90%).

Workup

  1. customReaction mixture
  2. additionwas added
  3. filtrationthe title compound was collected by filtration

Sources & evidence

ORD record
ord-8c4958955b724b358707ec9e73af5f73
Source dataset
uspto-grants-2012_08
Patent number
US08236950B2

Reaction notes

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