2-Mercaptoethanol → 2-(4-fluorophenyl)-5-[2-[(2-hydroxyethyl)thio]-2-(3-thienyl)ethyl]-2-methylfuran-3(2H)-one

HRID 50029

Reaction equation

HRID 50029 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH3:21])[C:12](=[O:13])[CH:11]=[C:10](/[CH:14]=[CH:15]/[C:16]3[CH:20]=[CH:19][S:18][CH:17]=3)[O:9]2)=[CH:4][CH:3]=1.[SH:22][CH2:23][CH2:24][OH:25]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH3:21])[C:12](=[O:13])[CH:11]=[C:10]([CH2:14][CH:15]([S:22][CH2:23][CH2:24][OH:25])[C:16]3[CH:20]=[CH:19][S:18][CH:17]=3)[O:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 15672-MercaptoethanolHCID 15086707(E)-2-(4-fluorophenyl)-2-methyl-5-[2-(3-thienyl)ethenyl]-3(2H)-furanone

Product 1

HCID 102710152-(4-fluorophenyl)-5-[2-[(2-hydroxyethyl)thio]-2-(3-thienyl)ethyl]-2-methylfuran-3(2H)-one

Procedure

Following the procedure of Method C, Example 1, (E)-2-(4-fluorophenyl)-2-methyl-5-[2-(3-thienyl)ethenyl]-3(2H)-furanone was reacted with 2-mercapto-1-ethanol to provide 2-(4-fluorophenyl)-5-[2-[(2-hydroxyethyl)thio]-2-(3-thienyl)ethyl]-2-methylfuran-3(2H)-one: 1H NMR (DMSO-d6) δ1.53 and 1.56 (singlets, 3H), 4.39 (m, 1H), 5.56 (overlapped singlets, 1H), 7.08-7.35 (m, 5H), 7.43-7.60 (m, 2H); MS (HR-Cl) m/z 379.0832 (M+H calcd. for C19H20FO3S2 379.0837)

Sources & evidence

ORD record
ord-00661aa2a7f64a518d0e279b3b0fc27d
Source dataset
uspto-grants-2004_03
Patent number
US06710078B2

Linked notes

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