Cyclohexane → HCID 178469612, compound

HRID 747489Notes

Reaction equation

HRID 747489 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:10][CH:11]=[C:12]([C:18]([O:20]CC)=O)[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].C1CCCCC1>C1(OC2C=CC=CC=2)C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]2[C:5]([C:18]([OH:20])=[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:11]=[N:10]2)=[CH:6][C:7]=1[O:8][CH3:9]

Participants

4

Reactant 2

HCID 8078CyclohexaneHCID 59410120HCID 59410120, compound

Product 1

HCID 178469612HCID 178469612, compoundYield 74.9%

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Procedure

A stirred solution of 37.75 g of diethyl 2-[(3-fluoro-4-methoxyphenylamino)methylene]malonate in 170 cm3 of diphenyl ether is brought to 245° C. for 3.5 hours. After cooling to ambient temperature, 220 cm3 of cyclohexane are added, and the precipitate thus obtained is filtered off and washed with cyclohexane and then with pentane and is spin-filtered to dryness. 24.10 g of ethyl 7-fluoro-4-hydroxy-6-methoxy-quinoline-3-carboxylate are obtained, in the form of a solid which melts at 280° C.

Workup

  1. customthe precipitate thus obtained
  2. filtrationis filtered off
  3. washwashed with cyclohexane
  4. filtrationwith pentane and is spin-filtered to dryness

Sources & evidence

ORD record
ord-93ffbbb0203a483da061d57b3d9602bb
Source dataset
uspto-grants-2008_07
Patent number
US07396934B2

Reaction notes

Loading…