Acetic Anhydride → HCID 13519886, compound

HRID 364029Notes

Reaction equation

HRID 364029 reaction equation
Cl.[CH3:2][C:3]1[N+:12]([O-])=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][C:7](=[O:14])[NH:8]2.[C:15]([O:18]C(=O)C)(=[O:17])[CH3:16]>>[C:15]([O:18][CH2:2][C:3]1[N:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][C:7](=[O:14])[NH:8]2)(=[O:17])[CH3:16]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 178421618HCID 178421618, compound

Product 1

HCID 13519886HCID 13519886, compound

Procedure

A mixture containing 38.2 g of 5-methyl-1,6-naphthyridin-2(1H)-one-6-oxide hydrochloride and 300 ml of acetic anhydride was refluxed with stirring on a steam bath for 48 hours and then the reaction mixture was cooled to room temperature. The separated product was collected, recrystallized from dimethylformamide and dried in vacuo at 80° C. to produce 10.5 g of 5-[(acetyloxy)methyl]-1,6-naphthyridin-2(1H)-one as its hydrochloride, m.p. 162°-165° C. with decomposition.

Workup

  1. temperaturewas refluxed
  2. customThe separated product was collected
  3. customrecrystallized from dimethylformamide
  4. customdried in vacuo at 80° C.

Sources & evidence

ORD record
ord-c5ddf26a18b14b85a1db29520e3dce5b
Source dataset
uspto-grants-1986_08
Patent number
US04604399

Reaction notes

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