Pyridine → HCID 178474201, compound

HRID 1761393Notes

Reaction equation

HRID 1761393 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]([C:11]2[N:12]=[N:13][C:14]3[C:19]([C:20]=2[OH:21])=[CH:18][CH:17]=[CH:16][CH:15]=3)=[O:10])[CH:5]=[CH:6][CH:7]=1.[C:22](OC(=O)C)(=[O:24])[CH3:23].N1C=CC=CC=1>CN(C)C=O>[C:22]([NH:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]([C:11]2[N:12]=[N:13][C:14]3[C:19]([C:20]=2[OH:21])=[CH:18][CH:17]=[CH:16][CH:15]=3)=[O:10])[CH:5]=[CH:6][CH:7]=1)(=[O:24])[CH3:23]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 178507625HCID 178507625, compound

Product 1

HCID 178474201HCID 178474201, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N-(3-Amino-phenyl)-4-hydroxy-cinnoline-3-carboxamide (1 g) is reacted with acetic anhydride (5 ml) in dimethylformamide (50 ml) in the presence of pyridine (5 ml) at 80° C. for 2 hours. After cooling the reaction mixture is diluted with ice water and the precipitate is filtered and washed with water: washing with hot ethanol gives 0.75 g of N-(3-acetylamino-phenyl)-4-hydroxy-cinnoline-3-carboxamide.

Workup

  1. temperatureAfter cooling the reaction mixture
  2. filtrationthe precipitate is filtered
  3. washwashed with water
  4. washwashing with hot ethanol

Sources & evidence

ORD record
ord-e574c71233554c91a58ff33cfbdd8553
Source dataset
uspto-grants-1989_05
Patent number
US04826837

Reaction notes

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