Chlorodifluoroacetic acid → HCID 178506054, compound

HRID 1433200Notes

Reaction equation

HRID 1433200 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[C:4]([NH2:9])[CH:3]=1.[Cl:10][C:11]([F:16])([F:15])[C:12](O)=O>O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]2[NH:8][C:12]([C:11]([Cl:10])([F:16])[F:15])=[N:9][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 66154Chlorodifluoroacetic acidHCID 3235934-Bromobenzene-1,2-diamine

Product 1

HCID 178506054HCID 178506054, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-bromo-phenylene-diamine (1.00 g, 5.35 mmol), chlorodifluoroacetic acid (3.0 mL, 35.4 mmol), and a drop of water was heated to 80° C. for 14 hours. The crude product was purified by chromatography (silica, hexanes: EtOAc, 4:1) to afford the title compound as a colorless oil (0.63 g, 42%).

Workup

  1. customThe crude product was purified by chromatography (silica, hexanes: EtOAc, 4:1)

Sources & evidence

ORD record
ord-d6d44226716345d1849af3fe87d8e347
Source dataset
uspto-grants-2009_11
Patent number
US07612211B2

Reaction notes

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