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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1739816Generated: October 26, 2026

Formamide → (+/-)-N-[(4-chlorophenyl)-(1,2-dihydro-1-methyl-2-oxo-4-phenyl-6-quinolinyl)methyl]formamide

https://huagongshe.com/reaction/1739816

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormamideHCID 713—
Reactant6-(4-chlorobenzoyl)-1-methyl-4-phenyl-2(1H)-quinolinoneHCID 22714346—
SolventFormic AcidHCID 284—
Product(+/-)-N-[(4-chlorophenyl)-(1,2-dihydro-1-methyl-2-oxo-4-phenyl-6-quinolinyl)methyl]formamideHCID 2183746993%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of 6-(4-chlorobenzoyl)-1-methyl-4-phenyl-2(1H)-quinolinone (24 g) in formamide (130 ml) and formic acid (100 ml) was stirred and heated at 160° C. for 12 hours. The mixture was poured into ice water and extracted with DCM. The organic layer was dried (MgSO4), filtered off and evaporated till dryness. The product was used without further purification, yielding 24.2 g (93%) of (±)-N-[(4-chlorophenyl)-(1,2-dihydro-1-methyl-2-oxo-4-phenyl-6-quinolinyl)methyl]formamide (interm. 5-a).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05968952
Source datasetuspto-grants-1999_10
ORD IDord-1c58bfbf09554677a3db4398dadbf51b
Source noteuspto-grants-1999_10