Pyridine → HCID 10736881, compound

HRID 1461816Notes

Reaction equation

HRID 1461816 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:12])[CH2:7][CH2:8][NH:9]2)=[CH:4][CH:3]=1.N1C=CC=CC=1.[Cl:19][C:20]1[CH:28]=[C:27]([Cl:29])[CH:26]=[CH:25][C:21]=1[C:22](Cl)=[O:23]>O1CCOCC1>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:12])[CH2:7][CH2:8][N:9]2[C:22](=[O:23])[C:21]2[CH:25]=[CH:26][C:27]([Cl:29])=[CH:28][C:20]=2[Cl:19])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 666452,4-Dichlorobenzoyl chlorideHCID 889747-Chloro-2,3-dihydro-4-quinolone

Product 1

HCID 10736881HCID 10736881, compoundYield 88.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a mixture of 7-chloro-2,3-dihydro-4(1H)-quinolinone (25 g), pyridine (32 g) and dioxane (200 ml) was added 2,4-dichlorobenzoylchloride (37 g) dropwise under cooling at 0° C. to 5° C. with stirring. The mixture was allowed to react at room temperature for additional 3 hours. The reaction mixture was subjected to the procedure described in example 2, and 43 g of 7-chloro-1-(2,4-dichlorobenzoyl)-2,3-dihydro-4-(1H)-quinolinone was obtained as white crystal.

Workup

  1. temperatureunder cooling at 0° C. to 5° C.
  2. customto react at room temperature for additional 3 hours

Sources & evidence

ORD record
ord-89bf86aeefb14653afe4339405b13623
Source dataset
uspto-grants-1991_12
Patent number
US05077410

Reaction notes

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