Acetic Anhydride → HCID 21408185, compound

HRID 1287624Notes

Reaction equation

HRID 1287624 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6](=[O:20])[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:21](OC(=O)C)(=[O:23])[CH3:22]>>[C:21]([NH:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6](=[O:20])[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:23])[CH3:22]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 21408197HCID 21408197, compound

Product 1

HCID 21408185HCID 21408185, compound

Procedure

10-amino-6,7-dihydro-5-methyl-1,7-dioxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid (0.02 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 to give 10-acetamido-6,7-dihydro-5-methyl-1,7-dioxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid. This product is reduced using sodium borohydride to provide 10-acetamido-6,7-dihydro-7-hydroxy-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid.

Workup

  1. temperatureheated on a steam bath for 3 hours
  2. temperatureAfter cooling
  3. customthe solid precipitate is separated by filtration

Sources & evidence

ORD record
ord-c14aae5273334ed4ad682168a19c06b2
Source dataset
uspto-grants-1976_10
Patent number
US03985753

Reaction notes

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