Thiophenol → HCID 72497702, compound

HRID 1058668

Reaction equation

HRID 1058668 reaction equation
Cl[C:2]1[C:11]([CH:12]=[C:13]2[S:17][C:16](=[O:18])[NH:15][C:14]2=[O:19])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[C:20]1([SH:26])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C(OC(O)C)C>CCOCC>[C:20]1([S:26][C:2]2[C:11]([CH:12]=[C:13]3[S:17][C:16](=[O:18])[NH:15][C:14]3=[O:19])=[CH:10][C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 7969ThiophenolHCID 101298981-EthoxyethanolHCID 734557632-Chloro-3-(2,4-dioxothiazolidin-5-ylidene-methyl)quinoline

Product 1

HCID 72497702HCID 72497702, compoundYield 36%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

2-Chloro-3-(2,4-dioxothiazolidin-5-ylidene-methyl)quinoline and thiophenol (1.2 eq) were mixed with ethoxyethanol and heated to reflux under N2 for 2 hours. The reaction mixture was allowed to cool to RT, ether was added and bright-yellow precipitate was filtered off, washed several times with ether, air dried for 24 hrs at RT to give pure product (Yield-36%).

Workup

  1. temperatureheated
  2. temperatureto reflux under N2 for 2 hours
  3. filtrationbright-yellow precipitate was filtered off
  4. washwashed several times with ether, air
  5. customdried for 24 hrs at RT

Sources & evidence

ORD record
ord-2c4466619bd043c9abcd4df045e929de
Source dataset
uspto-grants-2003_02
Patent number
US06518268B1

Linked notes

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