3-Mercaptopropionic Acid → HCID 21283574, compound

HRID 2232531Notes

Reaction equation

HRID 2232531 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:3]=1.[SH:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22].C1(C2C=C(SCC(O)=O)C3C(=CC=CC=3)N=2)C=CC=CC=1>N1C=CC=CC=1>[C:12]1([C:4]2[CH:3]=[C:2]([S:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 65143-Mercaptopropionic AcidHCID 2783764-chloro-2-phenylquinolineHCID 408483HCID 408483, compound

Product 1

HCID 21283574HCID 21283574, compoundYield 54.9%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4-Chloro-2-phenylquinoline (4.8 g) and 3-mercaptopropionic acid (2.54 g) in pyridine (50 cc) are heated under reflux for 11 hours. After a treatment similar to that described in Example 54 for 2-[(2-phenyl-4-quinolyl)thio]acetic acid, 3-[(2-phenyl-4-quinolyl)thio]propionic acid (3.4 g) is isolated, the proton NMR spectrum of which, in deuterated chloroform, has the following characteristics:

Workup

  1. temperatureunder reflux for 11 hours

Sources & evidence

ORD record
ord-79910a0de22f476f97a2d3cc42fe4c72
Source dataset
uspto-grants-1988_11
Patent number
US04788199

Reaction notes

Loading…