Potassium Iodide → HCID 18998755, compound

HRID 2260625Notes

Reaction equation

HRID 2260625 reaction equation
[I-].[K+].[SH:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]([CH3:14])[C:9](=[O:15])[CH2:8][CH2:7]2.Cl[C:17]1[S:18][C:19]([C:22]2([OH:30])[CH2:27][CH2:26][O:25][C:24]([CH3:29])([CH3:28])[CH2:23]2)=[CH:20][N:21]=1>>[OH:30][C:22]1([C:19]2[S:18][C:17]([S:3][C:4]3[CH:5]=[C:6]4[C:11](=[CH:12][CH:13]=3)[N:10]([CH3:14])[C:9](=[O:15])[CH2:8][CH2:7]4)=[N:21][CH:20]=2)[CH2:27][CH2:26][O:25][C:24]([CH3:29])([CH3:28])[CH2:23]1

Participants

4

Reactant 3

HCID 4875Potassium IodideHCID 224137591-Methyl-6-sulfanyl-1,2,3,4-tetrahydroquinolin-2-oneHCID 22413823HCID 22413823, compound

Product 1

HCID 18998755HCID 18998755, compoundYield 92%

Procedure

Using an analogous procedure to that described in Example 26 except that a catalytic amount (0.01 g) of potassium iodide was added to the reaction mixture, 6-mercapto-1-methyl-1,2,3,4-tetrahydroquinolin-2-one was reacted with 4-(2-chlorothiazol-5-yl)-4-hydroxy2,2-dimethyltetrahydropyran to give 4-hydroxy-2,2-dimethyl-4-[2-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-ylthio)thiazol-5-yl]tetrahydropyran in 92% yield as a foam;

Sources & evidence

ORD record
ord-18340618059a4dd58bf83263e8cebf36
Source dataset
uspto-grants-1995_12
Patent number
US05478842

Reaction notes

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