4-(3-Mercaptophenyl)-4-methoxytetrahydropyran → 4-Methoxy-4-[3-(1,1,3,3-tetramethyl-2,2-dioxo-1,3-dihydrobenzo[c]thien-5-ylthio)phenyl]tetrahydropyran

HRID 248098Notes

Reaction equation

HRID 248098 reaction equation
I[C:2]1[CH:16]=[CH:15][C:5]2[C:6]([CH3:14])([CH3:13])[S:7](=[O:12])(=[O:11])[C:8]([CH3:10])([CH3:9])[C:4]=2[CH:3]=1.[SH:17][C:18]1[CH:19]=[C:20]([C:24]2([O:30][CH3:31])[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)[CH:21]=[CH:22][CH:23]=1>>[CH3:31][O:30][C:24]1([C:20]2[CH:21]=[CH:22][CH:23]=[C:18]([S:17][C:2]3[CH:16]=[CH:15][C:5]4[C:6]([CH3:14])([CH3:13])[S:7](=[O:12])(=[O:11])[C:8]([CH3:10])([CH3:9])[C:4]=4[CH:3]=3)[CH:19]=2)[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 193757154-(3-Mercaptophenyl)-4-methoxytetrahydropyranHCID 197648665-Iodo-1,1,3,3-tetramethyl-1,3-dihydrobenzo[c]thiophene-2,2-dioxide

Product 1

HCID 197647724-Methoxy-4-[3-(1,1,3,3-tetramethyl-2,2-dioxo-1,3-dihydrobenzo[c]thien-5-ylthio)phenyl]tetrahydropyranYield 28%

Procedure

Using a similar procedure to that described in Example 12, 5-iodo-1,1,3,3-tetramethyl-1,3-dihydrobenzo[c]thiophene-2,2-dioxide was reacted with 4-(3-mercaptophenyl)-4-methoxytetrahydropyran to give 4-methoxy-4-[3-(1,1,3,3-tetramethyl-2,2-dioxo-1,3-dihydrobenzo[c]thien-5-ylthio)phenyl]tetrahydropyran in 28% yield, m.p. 133°-135° C.

Sources & evidence

ORD record
ord-c3ea584493d44837a28f5fdb04ae1625
Source dataset
uspto-grants-1993_05
Patent number
US05208259

Reaction notes

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