Acetic Anhydride → HCID 70468971, compound

HRID 325857Notes

Reaction equation

HRID 325857 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:19]3=[C:20]4[N:15]([CH:16]([CH3:21])[CH2:17][CH2:18]3)[CH:14]=[C:13]([C:22]([OH:24])=[O:23])[C:12](=[O:25])[C:11]4=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[C:26](OC(=O)C)(=[O:28])[CH3:27]>C(O)(=O)C>[OH2:23].[C:26]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:19]3=[C:20]4[N:15]([CH:16]([CH3:21])[CH2:17][CH2:18]3)[CH:14]=[C:13]([C:22]([OH:24])=[O:23])[C:12](=[O:25])[C:11]4=[CH:10][CH:9]=2)=[CH:4][CH:3]=1)(=[O:28])[CH3:27]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 13345740HCID 13345740, compound

Product 1

HCID 70468971HCID 70468971, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 0.7 g (2.1 mmole) of 8-(4-aminophenyl)-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid, 5 ml of acetic acid and 2.5 ml of acetic anhydride was heated at its reflux temperature until solid was observed to precipitate. The mixture was diluted with 10 ml of water, stirred and cooled. The product was separated by filtration to provide 8-(4-acetamidophenyl)-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid hydrate, m.p. 168°-170° C. Analysis: Calculated for C22H20N2O4.0.75H2O: %C, 67.8; %H, 5.6; %N, 7.2; Found: %C, 67.9; %H, 5.3; %N, 7.4. The structural assignment was confirmed by infrared and nuclear magnetic resonance spectral analyses.

Workup

  1. temperaturewas heated at its
  2. temperaturereflux temperature until solid
  3. customto precipitate
  4. additionThe mixture was diluted with 10 ml of water
  5. temperaturecooled
  6. customThe product was separated by filtration

Sources & evidence

ORD record
ord-25b603be5dff4dbd9509ed0a0a20d2a7
Source dataset
uspto-grants-1984_04
Patent number
US04443447

Reaction notes

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