3-Chlorothiophenol → HCID 21162467, compound

HRID 894244Notes

Reaction equation

HRID 894244 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([SH:8])[CH:5]=[CH:6][CH:7]=1.Br[C:10]1[O:14][CH:13]=[C:12]([C:15]([OH:17])=[O:16])[CH:11]=1>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([S:8][C:10]2[O:14][CH:13]=[C:12]([C:15]([OH:17])=[O:16])[CH:11]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 162573-ChlorothiophenolHCID 133335605-Bromofuran-3-carboxylic acid

Product 1

HCID 21162467HCID 21162467, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following the procedure of Example 11, except for use of two 50 ml. quantities of dimethylformamide, 3-chlorothiophenol (4.52 g., 31.4 mmoles) was reacted with 5-bromofuran-3-carboxylic acid to yield crude product (1.9 g.). Recrystallization from hot hexane gave purified 5-(3-chlorophenylthio)furan-3-carboxylic acid (1.0 g., m.p. 98°-102° C., m/e 254).

Sources & evidence

ORD record
ord-2bcb0ec34dca407c9aa256b8a6594717
Source dataset
uspto-grants-1981_08
Patent number
US04282246

Reaction notes

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