Water → HCID 11346171, compound

HRID 2216925Notes

Reaction equation

HRID 2216925 reaction equation
[CH3:1][O:2][C:3]([N:5]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:12][C:13]([OH:15])=O)=[O:4].O>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]([N:5]1[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:21]=2[C:13](=[O:15])[CH2:12][C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]1=2)=[O:4]

Participants

4

Reactant 2

HCID 962WaterHCID 11219868[2-(Methoxycarbonyl-phenyl-amino)-phenyl]-acetic acid

Product 1

HCID 11346171HCID 11346171, compoundYield 80.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of [2-(methoxycarbonyl-phenyl-amino)-phenyl]-acetic acid (16 g, 55.5 mmol) and polyphosphoric acid (29 g, 167 mmol in terms of P2O5) is heated to 100° C. for 4 hours. To the reaction mixture, water (41 ml) is added dropwise at 85–100° C. with stirring and cooling. At 65° C. toluene (41 ml) is added and the mixture is stirred for 30 min. The two phases are separated and washed. The organic phases are concentrated and allowed to crystallize at 0° C. to yield 12 g of pure title compound (80%).

Workup

  1. temperaturecooling
  2. stirringthe mixture is stirred for 30 min
  3. customThe two phases are separated
  4. washwashed
  5. concentrationThe organic phases are concentrated
  6. customto crystallize at 0° C.

Sources & evidence

ORD record
ord-1d83ff9c8c7a4ffca3cdde31935723b9
Source dataset
uspto-grants-2006_09
Patent number
US07112673B2

Reaction notes

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