2-Amino-5-bromobenzoic acid → HCID 178515323, compound

HRID 627502Notes

Reaction equation

HRID 627502 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([Br:11])=[CH:7][C:3]=1[C:4]([OH:6])=O.[F:12][C:13]([F:24])([F:23])[C:14](=O)[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.CS(O)(=O)=O.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>O>[Br:11][C:8]1[CH:7]=[C:3]2[C:2](=[CH:10][CH:9]=1)[N:1]=[C:14]([C:13]([F:23])([F:24])[F:12])[C:15]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[C:4]2[OH:6]

Participants

5

Reactant 3

HCID 798582-Amino-5-bromobenzoic acidHCID 2229581,1,1-Trifluoro-3-phenyl-2-propanoneHCID 86584057Phosphorus Pentoxide-Methanesulfonic Acid

Product 1

HCID 178515323HCID 178515323, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2-amino-5-bromobenzoic acid (3.01 g, 13.9 mmol), 1,1,1-trifluoro-3-phenylpropan-2-one (3.11 g, 16.5 mmol), and Eaton's reagent (9.3 mL) in a sealed tube was heated at 100° C. for 4 hours. The reaction mixture was then allowed to cool to room temperature, water was added slowly, and the mixture was stirred vigorously for about 15 min. The precipitated solid was filtered, washed with water, and dried to give the title compound.

Workup

  1. temperatureto cool to room temperature
  2. filtrationThe precipitated solid was filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-bc9ca85abd7b4788aa124e5e9ac7b94a
Source dataset
uspto-grants-2016_04
Patent number
US09309222B2

Reaction notes

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