Diethyl (ethoxymethylene)malonate → HCID 21250043, compound

HRID 1416945Notes

Reaction equation

HRID 1416945 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1.C([O:14][CH:15]=[C:16]([C:22](OCC)=O)[C:17]([O:19][CH2:20][CH3:21])=[O:18])C>C1(OC2C=CC=CC=2)C=CC=CC=1>[CH2:20]([O:19][C:17]([CH:16]1[C:15](=[O:14])[C:7]2[C:5](=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=[C:2]([F:1])[CH:8]=2)[N:6]=[CH:22]1)=[O:18])[CH3:21]

Participants

4

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 677694-Fluoro-2-nitroaniline

Product 1

HCID 21250043HCID 21250043, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Procedure

Using an analogous procedure to that described in Example 2 in the section relating to the preparation of starting materials 4-fluoro-2-nitroaniline and diethyl ethoxymethylenemalonate were reacted, and then refluxed in diphenyl ether to give 3-ethoxycarbonyl-6-fluoro-8-nitro-4-oxo-3,4-dihydroquinoline in 45% yield, mp 278-280° C.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-0fdc523737f44091bc8988b110e9275c
Source dataset
uspto-grants-1999_06
Patent number
US05916898

Reaction notes

Loading…