Diethyl (ethoxymethylene)malonate → HCID 11139882, compound

HRID 1090132Notes

Reaction equation

HRID 1090132 reaction equation
[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[C:5]([CH3:10])[CH:4]=1.C([O:13][CH:14]=[C:15]([C:21](OCC)=O)[C:16]([O:18][CH2:19][CH3:20])=[O:17])C>>[CH2:19]([O:18][C:16]([C:15]1[C:14](=[O:13])[C:8]2[C:6](=[C:5]([CH3:10])[CH:4]=[C:3]([O:2][CH3:1])[CH:9]=2)[NH:7][CH:21]=1)=[O:17])[CH3:20]

Participants

3

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 76102-Methyl-4-methoxyaniline

Product 1

HCID 11139882HCID 11139882, compoundYield 59.5%

Procedure

4-Methoxy-2-methylaniline (3.0 g) and diethyl ethoxymethylenemalonate (5.7 g) were reacted in the same manner as in Experimental Example 1 to obtain 3-ethoxycarbonyl-6-methoxy-8-methyl-4(1H)-quinolone (3.4 g). The compound (2.0 g) was subjected to hydrolysis and decarboxylation in the same manner as in Experimental Example 2 to obtain 6-methoxy-8-methyl-4(1H)-quinolone (compound 20, 0.7 g).

Sources & evidence

ORD record
ord-8c1e40af1dd140a7b948d53d28c83d29
Source dataset
uspto-grants-1992_01
Patent number
US05081121

Reaction notes

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