Acetic Anhydride → HCID 13094349, compound

HRID 918168Notes

Reaction equation

HRID 918168 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[CH2:6][CH2:7][CH:8]([CH3:19])[N:9]3[C:14]=2[C:13]=1[C:12](=[O:15])[C:11]([C:16]([OH:18])=[O:17])=[CH:10]3.[C:20](OC(=O)C)(=[O:22])[CH3:21]>>[C:20]([NH:1][C:2]1[CH:3]=[CH:4][C:5]2[CH2:6][CH2:7][CH:8]([CH3:19])[N:9]3[C:14]=2[C:13]=1[C:12](=[O:15])[C:11]([C:16]([OH:18])=[O:17])=[CH:10]3)(=[O:22])[CH3:21]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 13094348HCID 13094348, compound

Product 1

HCID 13094349HCID 13094349, compound

Procedure

10-Amino-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[ij]-quinolizine-2-carboxylic acid (5.0 g., 0.018 mole) and acetic anhydride (50 ml.) are stirred and heated on a steam bath for 3 hours. After cooling, the solid precipitate is separated by filtration, washed with water, dried, then recrystallized from N,N-dimethyl formamide to provide 10-acetamido-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid, m.p. 277°-279° C.

Workup

  1. temperatureheated on a steam bath for 3 hours
  2. temperatureAfter cooling
  3. customthe solid precipitate is separated by filtration
  4. washwashed with water
  5. customdried
  6. customrecrystallized from N,N-dimethyl formamide

Sources & evidence

ORD record
ord-bb0d807a447643069d07ebe07d70b979
Source dataset
uspto-grants-1976_07
Patent number
US03969463

Reaction notes

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