Pyridine → HCID 20311790, compound

HRID 2420460Notes

Reaction equation

HRID 2420460 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[O:8]=[C:9]1[C:17]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[C:16]2[C:11]([C:12]([NH2:24])=[CH:13][CH:14]=[CH:15]2)=[N:10]1.N1C=CC=CC=1>O>[O:8]=[C:9]1[CH:17]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:16]2[C:11](=[C:12]([NH:24][C:5](=[O:7])[CH3:6])[CH:13]=[CH:14][CH:15]=2)[NH:10]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 20311789HCID 20311789, compound

Product 1

HCID 20311790HCID 20311790, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ten milliliters of acetic anhydride were added to a solution of 2-oxo-3-phenyl-7-aminoindole (0.7 g.) in 40 ml. of pyridine. The reaction mixture was stirred at ambient temperature for 18 hours. Ten milliliters of water were then added and the solvent removed in vacuo. The residue was treated with 100 ml. of 1 N aqueous hydrochloric acid. The resulting solids were separated by filtration and the filter cake washed with water. Recrystallization of the filtered material from methanol yielded N-(2-oxo-3-phenyl-7-indolinyl)acetamide formed in the above reaction melting at 258°-62° C.; yield = 490 mg.

Workup

  1. customthe solvent removed in vacuo
  2. additionThe residue was treated with 100 ml
  3. customThe resulting solids were separated by filtration
  4. washthe filter cake washed with water
  5. customRecrystallization of the filtered material from methanol

Sources & evidence

ORD record
ord-eb4eb7ba0b794fd898d3fc569f835fcd
Source dataset
uspto-grants-1978_08
Patent number
US04110465

Reaction notes

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