Ammonia → 5-(Benzo[d]thiazol-5-yl)-3-(pyridin-3-yl)-1,2,4-oxadiazole

HRID 450682Notes

Reaction equation

HRID 450682 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]([OH:12])=O)=[CH:9][C:4]=2[N:3]=[CH:2]1.O[N:14]=[C:15]([NH2:22])[C:16]1[CH:21]=[CH:20][CH:19]=[N:18][CH:17]=1.N>>[S:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[O:12][N:22]=[C:15]([C:16]4[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=4)[N:14]=3)=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 308113N-HydroxynicotinimidamideHCID 27354601,3-Benzothiazole-5-carboxylic acid

Product 1

HCID 445449635-(Benzo[d]thiazol-5-yl)-3-(pyridin-3-yl)-1,2,4-oxadiazole

Procedure

The title compound was prepared according to Method C using benzo[d]thiazole-5-carboxylic acid (Apollo) and N′-hydroxynicotinimidamide (Tyger). 1H NMR (300 MHz, DMSO-d6) δ 7.64-7.73 (m, 1 H), 8.35 (s, 1 H), 8.36 (s, 1 H), 8.48 (dt, J=8.1, 2.0, 1.7 Hz, 1 H), 8.83 (dd, J=4.7, 1.7 Hz, 1 H), 9.17 (t, J=1.2 Hz, 1 H), 9.29 (dd, J=2.2, 0.8 Hz, 1 H), 9.66 (s, 1 H) ppm; MS (DCI/NH3) m/z 281 (M+H)+.

Sources & evidence

ORD record
ord-479954766a804215a2b9f57399d1bb57
Source dataset
uspto-grants-2013_07
Patent number
US08486979B2

Reaction notes

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