Acetic Anhydride → HCID 20529234, compound

HRID 126896Notes

Reaction equation

HRID 126896 reaction equation
[CH3:1][NH:2][CH:3]1[CH2:15][CH2:14][C:13]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[NH:6][C:5]=2[CH2:4]1.C(O[C:20](=[O:22])[CH3:21])(=O)C>>[CH2:4]1[C:5]2[NH:6][C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:13]=2[CH2:14][CH2:15][CH:3]1[N:2]([CH3:1])[C:20](=[O:22])[CH3:21]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 20529239HCID 20529239, compound

Product 1

HCID 20529234HCID 20529234, compound

Procedure

A mixture of 10.0 g (0.05 mol) of 2,3,4,9-tetrahydro-N-methyl-1H-carbazol-2-amine and 70 ml of acetic anhydride was heated at reflux until complete solution occurred (2-3 min). After standing overnight at room temperature and further cooling at 0°, the precipitated solid was filtered, washed first with small portions of cold acetic anhydride and then thoroughly with anhydrous ether. The crude product was recrystallized from ethanol to give the title compound, mp 215°-216°.

Workup

  1. temperaturewas heated
  2. temperatureat reflux until complete solution
  3. custom(2-3 min)
  4. temperaturefurther cooling at 0°
  5. filtrationthe precipitated solid was filtered
  6. washwashed first with small portions of cold acetic anhydride
  7. customThe crude product was recrystallized from ethanol

Sources & evidence

ORD record
ord-04450d90296e48e4801f9a0315f6a30c
Source dataset
uspto-grants-1981_03
Patent number
US04254134

Reaction notes

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