Phosphorus oxide (P4O10) → 6-chloro-2,3-dihydro-8-nitro-4(1H)-quinolinone

HRID 1886445Notes

Reaction equation

HRID 1886445 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH2:9][CH2:10][C:11]([OH:13])=O)=[C:4]([N+:14]([O-:16])=[O:15])[CH:3]=1.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]2[C:5](=[C:4]([N+:14]([O-:16])=[O:15])[CH:3]=1)[NH:8][CH2:9][CH2:10][C:11]2=[O:13]

Participants

4

Reactant 2

HCID 14812Phosphorus oxide (P4O10)HCID 3047333-(4-Chloro-2-nitroanilino)propanoic acid

Product 1

HCID 198760056-chloro-2,3-dihydro-8-nitro-4(1H)-quinolinoneYield 67.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Starting from 3-(4-chloro-2-nitrophenylamino)propionic acid (40.0 g), phosphorus pentoxide (70.0 g) and toluene (300 ml), 6-chloro-2,3-dihydro-8-nitro-4(1H)-quinolinone (yield 25.0 g) was obtained in a manner similar to Step 1 of Example 1.

Sources & evidence

ORD record
ord-b83fd9e9c8114d11a7baad81ace78f6c
Source dataset
uspto-grants-1992_09
Patent number
US05151431

Reaction notes

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