Methyl iodide → 5-(3-Methanesulfonyl-4-phenyl-quinolin-6-ylmethylene)-2-methylsulfanyl-thiazol-4-one

HRID 1297703Notes

Reaction equation

HRID 1297703 reaction equation
[CH3:1][S:2]([C:5]1[CH:6]=[N:7][C:8]2[C:13]([C:14]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[CH:12][C:11]([CH:21]=[C:22]1[S:26][C:25](=[S:27])[NH:24][C:23]1=[O:28])=[CH:10][CH:9]=2)(=[O:4])=[O:3].IC.[CH:31](N(C(C)C)CC)(C)C>C(#N)C>[CH3:1][S:2]([C:5]1[CH:6]=[N:7][C:8]2[C:13]([C:14]=1[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)=[CH:12][C:11]([CH:21]=[C:22]1[S:26][C:25]([S:27][CH3:31])=[N:24][C:23]1=[O:28])=[CH:10][CH:9]=2)(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 81531DiisopropylethylamineHCID 768238465-(3-Methanesulfonyl-4-phenyl-quinolin-6-ylmethylene)-2-thioxo-thiazolidin-4-one

Product 1

HCID 688250605-(3-Methanesulfonyl-4-phenyl-quinolin-6-ylmethylene)-2-methylsulfanyl-thiazol-4-one

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Similar procedure as described in example 41b was used, starting from 5-(3-methanesulfonyl-4-phenyl-quinolin-6-ylmethylene)-2-thioxo-thiazolidin-4-one (example 61j), iodomethane, and DIEA (diisopropylethylamine) in acetonitrile to give 5-(3-methanesulfonyl-4-phenyl-quinolin-6-ylmethylene)-2-methylsulfanyl-thiazol-4-one. LC-MS m/e 441 (MH+).

Sources & evidence

ORD record
ord-401cab53027043e78efdfd0e5d6aede5
Source dataset
uspto-grants-2007_07
Patent number
US07250515B2

Reaction notes

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