Acetic Acid → HCID 15230472, compound

HRID 1464295Notes

Reaction equation

HRID 1464295 reaction equation
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]([C:8]2[CH:9]=[C:10]3[C:15](=[O:16])[O:14][C:12](=O)[C:11]3=[CH:17][CH:18]=2)=[O:7])=[CH:4][CH:3]=1.C(O)(=O)C.[NH2:25][CH2:26][C:27]1[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([C:8]2[CH:9]=[C:10]3[C:11](=[CH:17][CH:18]=2)[C:12](=[O:14])[N:25]([CH2:26][C:27]2[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=2)[C:15]3=[O:16])=[O:7])=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 310183-PyridinemethanamineHCID 54315654HCID 54315654, compound

Product 1

HCID 15230472HCID 15230472, compoundYield 97.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a mixture of 870 mg of 4-(4-chlorobenzoyl) phthalic acid anhydride, 10 ml of acetic acid and 10 ml of toluene was added 394 mg of 3-aminomethylpyridine, and the resultant mixture was refluxed under heating for 2 hours. The reaction mixture was concentrated in vacuo, and the resultant residue was chromatographed on a column of silica gel, eluting with ethyl acetate to give 1.11 g of the titled compound.

Workup

  1. temperatureunder heating for 2 hours
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customthe resultant residue was chromatographed on a column of silica gel
  4. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-9580874a1bfb4cc49f6b6fbccf757b1c
Source dataset
uspto-grants-1994_04
Patent number
US05304556

Reaction notes

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