Trifluoroacetic acid → 5-(2-Pyridyldithiomethyl)benzofuran-2-carboxylic acid

HRID 2259846Notes

Reaction equation

HRID 2259846 reaction equation
F[C:2](F)(F)[C:3]([OH:5])=[O:4].[N:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:14][S:15][CH2:16][C:17]1[CH:18]=[CH:19][C:20]2[O:24]C(C(NC3C=C4C(=CC=3)NC(C(OC(C)(C)C)=O)=C4)=O)=[CH:22][C:21]=2[CH:44]=1>>[N:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:14][S:15][CH2:16][C:17]1[CH:18]=[CH:19][C:20]2[O:24][C:2]([C:3]([OH:5])=[O:4])=[CH:22][C:21]=2[CH:44]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 15345486HCID 15345486, compound

Product 1

HCID 153454855-(2-Pyridyldithiomethyl)benzofuran-2-carboxylic acid

Procedure

To 4 mL trifluoroacetic acid, cooled to 0° C. and stirred under argon, was added 16 (120 mg, 0.23 mmol). After 2 h, trifluoroacetic acid was removed under reduced pressure to give 15 as an off-white solid: NMR (acetone-d6) d 4.3 (2,2H), δ 7.3-8.7 (m, 12H).

Workup

  1. customtrifluoroacetic acid was removed under reduced pressure

Sources & evidence

ORD record
ord-52306f3238bc44a89cdd771bbcc96bcd
Source dataset
uspto-grants-1995_12
Patent number
US05475092

Reaction notes

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