Water → HCID 16733378, compound

HRID 2192348Notes

Reaction equation

HRID 2192348 reaction equation
[F:1][C:2]1[C:8]([F:9])=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].C(=O)([O-])[O-].[K+].[K+].[Br:16][CH2:17][C:18](Br)=[O:19].O>ClCCl>[Br:16][CH2:17][C:18]([NH:4][C:3]1[CH:5]=[CH:6][CH:7]=[C:8]([F:9])[C:2]=1[F:1])=[O:19]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 61147Bromoacetyl bromide2×HCID 782782,3-Difluoroaniline

Product 1

HCID 16733378HCID 16733378, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 2,3-difluoroaniline (630 mg) and potassium carbonate (1.01 g) in dichloromethane (30 mL) was added bromoacetyl bromide (0.86 mL). The reaction mixture was stirred for 5 h then water was added and the phases separated. The organic layer was concentrated to give a 2:1 mixture of the sub-titled compound and bromoacetyl bromide. The residue was dissolved up in dichloromethane and washed with water. The volatiles were evaporated to give the sub-titled compound (1.15 g) as an off-white solid that was used without further purification.

Workup

  1. customthe phases separated
  2. concentrationThe organic layer was concentrated
  3. customto give

Sources & evidence

ORD record
ord-f8ad8be98ca841e28846ad4c74b2ad60
Source dataset
uspto-grants-2012_12
Patent number
US08329729B2

Reaction notes

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