Trifluoroacetic acid → 3-(Ethylsulfonyl)pyridine-2-sulfonamide

HRID 1029333Notes

Reaction equation

HRID 1029333 reaction equation
FC(F)(F)C(O)=O.CC([NH:12][S:13]([C:16]1[C:21]([S:22]([CH2:25][CH3:26])(=[O:24])=[O:23])=[CH:20][CH:19]=[CH:18][N:17]=1)(=[O:15])=[O:14])(C)C>>[CH2:25]([S:22]([C:21]1[C:16]([S:13]([NH2:12])(=[O:14])=[O:15])=[N:17][CH:18]=[CH:19][CH:20]=1)(=[O:24])=[O:23])[CH3:26]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 14305413HCID 14305413, compound

Product 1

HCID 1640473-(Ethylsulfonyl)pyridine-2-sulfonamideYield 58%

Procedure

Using the second half of the procedure of Example 4 (i.e., the trifluoroacetic acid reaction), 9.0 g (0.029 mol) of the product from Example 9 was converted to 4.2 g (58%) of the title compound: m.p. 211°-212.5°; NMR (DMSO-d6, 200 MHz) 1.15 (3H, t, J=7 Hz), 3.4 (NH2), 3.7 (2H, q, J=7 Hz), 7.9 (1H, m), 8.5 (1H, m), 8.95 (1H, m); IR (nujol) 3370, 3190, 1350, 1310, 1180 cm-1.

Sources & evidence

ORD record
ord-417cda375bea46a2aa9e74e89c80c82a
Source dataset
uspto-grants-1992_04
Patent number
US05102444

Reaction notes

Loading…