Ammonia → 3-(3-(Pyridin-3-yl)-1,2,4-oxadiazol-5-yl)benzenesulfonamide

HRID 450624

Reaction equation

HRID 450624 reaction equation
[OH:1][N:2]=[C:3]([NH2:10])[C:4]1[CH:9]=[CH:8][CH:7]=[N:6][CH:5]=1.[S:11]([C:15]1[CH:16]=[C:17]([CH:21]=[CH:22][CH:23]=1)[C:18](O)=O)(=[O:14])(=[O:13])[NH2:12].N>>[N:6]1[CH:7]=[CH:8][CH:9]=[C:4]([C:3]2[N:10]=[C:18]([C:17]3[CH:16]=[C:15]([S:11]([NH2:12])(=[O:14])=[O:13])[CH:23]=[CH:22][CH:21]=3)[O:1][N:2]=2)[CH:5]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 2293523-Sulfamoylbenzoic acidHCID 308113N-Hydroxynicotinimidamide

Product 1

HCID 597587433-(3-(Pyridin-3-yl)-1,2,4-oxadiazol-5-yl)benzenesulfonamide

Procedure

The title compound was prepared according to the procedure of Example 8 using N′-hydroxynicotinimidamide (Aldrich) and 3-sulfamoylbenzoic acid (Oakwood). 1H NMR (300 MHz, CD3OD) δ 7.65 (ddd, J=8.0, 4.9, 1.0 Hz, 1 H), 7.83 (t, J=7.9 Hz, 1 H), 8.21 (ddd, J=7.9, 1.8, 1.0 Hz, 1 H), 8.45 (dt, J=7.9, 1.4 Hz, 1 H), 8.58 (dt, J=8.0, 1.9 Hz, 1 H), 8.73-8.77 (m, 2 H), 9.31 (dd, J=2.2, 1.0 Hz, 1 H) ppm; MS (DCI/NH3) m/z 303 (M+H)+.

Sources & evidence

ORD record
ord-672dce5231f54e0ab45d86c6d38f79a2
Source dataset
uspto-grants-2013_07
Patent number
US08486979B2

Linked notes

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