Phenyl isocyanate → 3-Benzoyl-2,3,4,6-tetrahydrobenzo[c][2,7]naphthyridin-5(1H)-one

HRID 1729988Notes

Reaction equation

HRID 1729988 reaction equation
[C:1]1([N:7]=[C:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:10]([N:18]1[CH2:23][CH2:22][C:21](=O)[CH2:20][CH2:19]1)(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[C:10]([N:18]1[CH2:19][C:20]2[C:8](=[O:9])[NH:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=3[C:21]=2[CH2:22][CH2:23]1)(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 7672Phenyl isocyanateHCID 90583N-Benzoyl-4-piperidone

Product 1

HCID 214987793-Benzoyl-2,3,4,6-tetrahydrobenzo[c][2,7]naphthyridin-5(1H)-one

Procedure

In the same way as described in example 2, the title product was prepared starting from phenylisocyanate and the pyrrolidine enamine of N-benzoyl-4-piperidone. Crystallization from methanol afforded analytical material, mp 275°-277° C.

Workup

  1. customCrystallization from methanol afforded analytical material, mp 275°-277° C.

Sources & evidence

ORD record
ord-f4445c55ba7a43eb8f16ba6cddd7cc76
Source dataset
uspto-grants-1976_11
Patent number
US03991064

Reaction notes

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