Diethyl (ethoxymethylene)malonate → 4-Chloro-6-methylquinoline

HRID 638299

Reaction equation

HRID 638299 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9](F)[CH:10]=2)[N:5]=[CH:4][CH:3]=1.N[C:14]1C=CC(C)=CC=1.C(OC=C(C(OCC)=O)C(OCC)=O)C>>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH3:14])[CH:10]=2)[N:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 6871Diethyl (ethoxymethylene)malonateHCID 7813p-ToluidineHCID 27365864-Chloro-6-fluoroquinoline

Product 1

HCID 8246244-Chloro-6-methylquinoline

Procedure

This compound was made in a manner analogous to that of the synthesis of 4-chloro-6-fluoroquinoline described in Example 12. Starting from p-toluidine and diethyl ethoxymethylenemalonate the compound was obtained as a solid of mp 47°-51°.

Workup

  1. customwas obtained as a solid of mp 47°-51°

Sources & evidence

ORD record
ord-22feae69b3004835bd9dbcaf9ec499ba
Source dataset
uspto-grants-1985_12
Patent number
US04560692

Linked notes

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