Acetic Anhydride → HCID 12911925, compound

HRID 847782Notes

Reaction equation

HRID 847782 reaction equation
[NH2:1][C:2]1[C:14]2[C:15](=[O:21])[C:16]([C:18]([OH:20])=[O:19])=[CH:17][N:12]3[C:13]=2[C:5]([CH:6]2[CH:11]3[CH2:10][CH2:9][CH2:8][CH2:7]2)=[CH:4][CH:3]=1.[C:22](OC(=O)C)(=[O:24])[CH3:23]>[OH-].[K+]>[C:22]([NH:1][C:2]1[C:14]2[C:15](=[O:21])[C:16]([C:18]([OH:20])=[O:19])=[CH:17][N:12]3[C:13]=2[C:5]([CH:6]2[CH:11]3[CH2:10][CH2:9][CH2:8][CH2:7]2)=[CH:4][CH:3]=1)(=[O:24])[CH3:23]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 12911924HCID 12911924, compound

Product 1

HCID 12911925HCID 12911925, compound

Reagents, catalysts & solvents 1

HCID 14797Potassium HydroxideSolvent

Procedure

2.84 g of 3-amino-7a,8,9,10,11,11a-hexahydro-4-oxo-4H-pyrido[3,2,1-jk]carbazol-5-carboxylic acid was dissolved in 50 ml of a 2% aqueous potassium hydroxide, and acetic anhydride was added dropwise thereto while ice cooling whereby orange-colored crystals were precipitated. The resulting crystals were separated by filtration, washed with water and recrystallized from dimethylformamide-water to obtain 3 g of 3-acetylamino-7a,8,9,10,11,11a-hexahydro-4-oxo-4H-pyrido[3,2,1-jk]carbazol-5-carboxylic acid having a melting point of 187°-190° C.

Workup

  1. additionwas added dropwise
  2. customwhile ice cooling whereby orange-colored crystals were precipitated
  3. customThe resulting crystals were separated by filtration
  4. washwashed with water
  5. customrecrystallized from dimethylformamide-water

Sources & evidence

ORD record
ord-faa3f165c9e04064a8cfb526d44831c5
Source dataset
uspto-grants-1981_10
Patent number
US04293694

Reaction notes

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