Phosphorus oxychloride → 2-Chloro-7-phenyl-7,8-dihydro-6H-quinolin-5-one

Reaction equation

[C:1]1([CH:7]2[CH2:16][C:15]3[NH:14][C:13](=O)[CH:12]=[CH:11][C:10]=3[C:9](=[O:18])[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P(Cl)(Cl)([Cl:21])=O>>[Cl:21][C:13]1[CH:12]=[CH:11][C:10]2[C:9](=[O:18])[CH2:8][CH:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH2:16][C:15]=2[N:14]=1

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 135724197-Phenyl-7,8-dihydroquinoline-2,5(1H,6H)-dione

Product 1

HCID 578832772-Chloro-7-phenyl-7,8-dihydro-6H-quinolin-5-one

Procedure

In analogy to (Shanazarov, A. K.; Kuzovkin, V. A.; Chistjakov, V. V.; Granik, V. G. Khim. Geterotsikl. Soedin. 1991, (1) 86-92) 7-phenyl-7,8-dihydro-1H,6H-quinoline-2,5-dione was treated with phosphoryl chloride (POCl3) to give after chromatographical separation the title compound as a colorless solid.

Workup

customto give
customafter chromatographical separation the title compound as a colorless solid

Sources & evidence

ORD record: ord-a76050bb9002428a8b38d540bf919cb1
Source dataset: uspto-grants-2009_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07598384B2

Reaction notes

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