Azane;hydrate → HCID 14835658, compound

HRID 1709237Notes

Reaction equation

HRID 1709237 reaction equation
[CH3:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][CH2:7][C:8]2[N:16]=[CH:15][CH:14]=[CH:13][C:9]=2[C:10]([OH:12])=O)=[CH:4][CH:3]=1.O.N>C(Cl)(Cl)(Cl)Cl>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[CH2:6][CH2:7][C:8]3=[N:16][CH:15]=[CH:14][CH:13]=[C:9]3[C:10](=[O:12])[C:17]=2[CH:18]=1

Participants

4

Reactant 2

HCID 12896473Azane;hydrateHCID 14835657HCID 14835657, compound

Product 1

HCID 14835658HCID 14835658, compoundYield 88.9%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Conditions

Temperature
140 °C

Procedure

A mixture consisting of 7.23 g of 2 -(p-methylphenethyl)nicotinic acid and 94.00 g of polyphosphoric acid was stirred for 1 hour at 140° C. The reaction mixture was poured into 94 ml of concentrated ammonia water with ice-cooling. To the resulting mixture was added carbon tetrachloride, and the organic layer was separated and dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure to obtain 5.95 g of brown oily 7-methyl-10,11-dihydro-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one.

Workup

  1. temperaturecooling
  2. customthe organic layer was separated
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-3aab3c8197b64dab85c139a6e3240027
Source dataset
uspto-grants-1990_08
Patent number
US04948796

Reaction notes

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