N-(1,1-Dimethylethyl)-2-[(2-oxo-tetrahydro-3-furanylidene)methyl]benzenesulfonamide → 2-[(2-Oxotetrahydro-3-furanylidene)methyl] benzenesulfonamide

HRID 34880Notes

Reaction equation

HRID 34880 reaction equation
CC([NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH:15]=[C:16]1[CH2:20][CH2:19][O:18][C:17]1=[O:21])(=[O:8])=[O:7])(C)C>FC(F)(F)C(O)=O>[O:21]=[C:17]1[C:16](=[CH:15][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[S:6]([NH2:5])(=[O:7])=[O:8])[CH2:20][CH2:19][O:18]1

Participants

3

Reactant 1

HCID 54300877N-(1,1-Dimethylethyl)-2-[(2-oxo-tetrahydro-3-furanylidene)methyl]benzenesulfonamide

Product 1

HCID 542235172-[(2-Oxotetrahydro-3-furanylidene)methyl] benzenesulfonamideYield 88.8%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 5.0 g (0.016 mol) of the product of Example 2 in 70 mL trifluoroacetic acid was stirred at room temperature overnight and was then evaporated to yield 3.6 g (88%) of the title compound: m.p. 178°-180°; IR (nujol) 3330, 3230, 3220, 1720, 1640, 1340, 1160, cm-1 ; NMR (DMSO-d6, 200 MHz) δ 3.12 (2H, m) 4.36 (2H, t, J=7 Hz), 7.5-7.7 (3H, m), 7.93 (1H, m), 8.07 (1H, m).

Workup

  1. customwas then evaporated

Sources & evidence

ORD record
ord-3119056b194f4375a604830debadd30b
Source dataset
uspto-grants-1988_08
Patent number
US04764207

Reaction notes

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