Acetic Anhydride → HCID 178474101, compound

HRID 1447145Notes

Reaction equation

HRID 1447145 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]([OH:14])[C:11]([C:15]([OH:17])=[O:16])=[CH:10][N:9]=2)=[CH:4][CH:3]=1.[C:18](OC(=O)C)(=[O:20])[CH3:19]>C(O)(=O)C>[C:18]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:13]=[C:12]([OH:14])[C:11]([C:15]([OH:17])=[O:16])=[CH:10][N:9]=2)=[CH:6][CH:7]=1)(=[O:20])[CH3:19]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 178507442HCID 178507442, compound

Product 1

HCID 178474101HCID 178474101, compoundYield 97.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 11.6 g (50 mmol) of 2-(4-aminophenyl)-4-hydroxy-5-pyrimidine carboxylic acid, 200 ml glacial acetic acid, and 10.5 ml (110 mmol) of acetic anhydride is heated at reflux for 4 hrs. The mixture is cooled, filtered, and the solid washed with ether and dried under vacuum at 50° to give 13.3 g of 2-[4-(acetylamino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid; mp>310°.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 4 hrs
  3. temperatureThe mixture is cooled
  4. filtrationfiltered
  5. washthe solid washed with ether
  6. customdried under vacuum at 50°

Sources & evidence

ORD record
ord-1aa8b5bd9379430f829c51def5925191
Source dataset
uspto-grants-1982_02
Patent number
US04315933

Reaction notes

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