Acetic Anhydride → HCID 20529234, compound

HRID 66793Notes

Reaction equation

HRID 66793 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-f260fdb95519483a82452841833e0e24
Source dataset
uspto-grants-1982_08
Patent number
US04343812

Reaction notes

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