Water → N-(1,3,4,9-tetrahydro-7-methoxy-2H-carbazol-2-yl)acetamide

HRID 126889

Reaction equation

HRID 126889 reaction equation
O=[C:2]1[CH2:7][CH2:6][CH2:5][CH:4]([NH:8][C:9](=[O:11])[CH3:10])[CH2:3]1.Cl.[CH3:13][O:14][C:15]1[CH:16]=[C:17]([NH:21]N)[CH:18]=[CH:19][CH:20]=1.O>CC(O)=O>[CH3:13][O:14][C:15]1[CH:16]=[C:17]2[C:18]([C:7]3[CH2:6][CH2:5][CH:4]([NH:8][C:9](=[O:11])[CH3:10])[CH2:3][C:2]=3[NH:21]2)=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 962WaterHCID 27239403-Methoxyphenylhydrazine hydrochlorideHCID 20529251N-(3-oxocyclohexyl)acetamide

Product 1

HCID 20529238N-(1,3,4,9-tetrahydro-7-methoxy-2H-carbazol-2-yl)acetamide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 0.05 mol of N-(3-oxocyclohexyl)acetamide and 0.05 mol of 3-methoxyphenylhydrazine hydrochloride in 50 ml of glacial HOAc was stirred for 2 hr at room temperature and then refluxed for 2 hr. The cooled reaction mixture was poured into H2O and the product triturated until solid. Filtration, drying, and recrystallization from ethanol gave the title compound, mp 192°-193°.

Workup

  1. temperaturerefluxed for 2 hr
  2. customThe cooled reaction mixture
  3. customthe product triturated until solid
  4. filtrationFiltration
  5. customdrying
  6. customrecrystallization from ethanol

Sources & evidence

ORD record
ord-349e5f647b2740f0ab60af414745c27d
Source dataset
uspto-grants-1981_03
Patent number
US04254134

Linked notes

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