Phosphorus oxychloride → [2-Chloro-4(3-chlorophenyl)-6-quinolinyl](4-chlorophenyl)-methanone hydrochloride

HRID 346977Notes

Reaction equation

HRID 346977 reaction equation
[Cl:1][C:2]1[CH:27]=[CH:26][C:5]([C:6]([C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[NH:14][C:13](=O)[CH:12]=[C:11]3[C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([Cl:25])[CH:20]=2)=[O:7])=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:30])=O>>[ClH:1].[Cl:30][C:13]1[CH:12]=[C:11]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([Cl:25])[CH:20]=2)[C:10]2[C:15](=[CH:16][CH:17]=[C:8]([C:6]([C:5]3[CH:26]=[CH:27][C:2]([Cl:1])=[CH:3][CH:4]=3)=[O:7])[CH:9]=2)[N:14]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 155243306-(4-chlorobenzoyl)-4-(3-chlorophenyl)-2(1H)-quinolinone

Product 1

HCID 22385762[2-Chloro-4(3-chlorophenyl)-6-quinolinyl](4-chlorophenyl)-methanone hydrochlorideYield 100%

Conditions

Temperature
40 °C

Procedure

A mixture of 6-(4-chlorobenzoyl)-4-(3-chlorophenyl)-2(1H)-quinolinone (0.127 mol), described in International Patent Specification WO 97/21701, in phosphoryl chloride (125 ml) was stirred and heated at 40° C. for one night, stirred further at 70° C. for one night and evaporated till dryness, yielding (100%) of [2-chloro-4(3-chlorophenyl)-6-quinolinyl](4-chlorophenyl)-methanone hydrochloride (1:1) (intermediate 55).

Workup

  1. stirringstirred further at 70° C. for one night
  2. customevaporated till dryness

Sources & evidence

ORD record
ord-5a2ad0e359c042cf957287ffada229b0
Source dataset
uspto-grants-2007_02
Patent number
US07173040B2

Reaction notes

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