Aniline → 2-chloro-N-phenyloxazole-4-carboxamide

HRID 1878677Notes

Reaction equation

HRID 1878677 reaction equation
[Cl:1][C:2]1[O:3][CH:4]=[C:5]([C:7]([O:9]CC)=O)[N:6]=1.[NH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[Cl:1][C:2]1[O:3][CH:4]=[C:5]([C:7]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:9])[N:6]=1

Participants

3

Reactant 2

HCID 6115AnilineHCID 2763184Ethyl 2-chlorooxazole-4-carboxylate

Product 1

HCID 688044962-chloro-N-phenyloxazole-4-carboxamide

Procedure

Prepared from ethyl 2-chlorooxazole-4-carboxylate (45.4 mg, 0.258 mmol) and aniline (24 mg, 0.258 mmol) as described in Example 154A: 1H NMR (500 MHz, methanol-D4) δ ppm 7.13-7.18 (m, 1H), 7.32-7.38 (m, 2H), 7.65-7.71 (m, 2H), 8.53 (s, 1H). MS (APCI) m/z=223 (M+H)+.

Sources & evidence

ORD record
ord-a4edbbabd1584b7ea025f0c607410cac
Source dataset
uspto-grants-2012_11
Patent number
US08314119B2

Reaction notes

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