Ammonia → 2-chloro-N-(4-chlorophenyl)oxazole-4-carboxamide

HRID 878449Notes

Reaction equation

[Cl:1][C:2]1[O:3][CH:4]=[C:5]([C:7]([O:9]CC)=O)[N:6]=1.[Cl:12][C:13]1[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][CH:14]=1.N>>[Cl:1][C:2]1[O:3][CH:4]=[C:5]([C:7]([NH:17][C:16]2[CH:18]=[CH:19][C:13]([Cl:12])=[CH:14][CH:15]=2)=[O:9])[N:6]=1

Participants

Reactant 3

HCID 222Ammonia

HCID 78124-Chloroaniline

HCID 2763184Ethyl 2-chlorooxazole-4-carboxylate

Product 1

HCID 688041522-chloro-N-(4-chlorophenyl)oxazole-4-carboxamide

Procedure

Prepared from ethyl 2-chlorooxazole-4-carboxylate (83.5 mg, 0.475 mmol) and 4-chloroaniline (60.5 mg, 0.475 mmol) as described in Example 154A: 1H NMR (500 MHz, DMSO-D6) δ ppm 7.37-7.45 (m, 2H), 7.81-7.89 (m, 2H), 8.91 (s, 1H), 10.45 (s, 1H). MS (DCI/NH3) m/z=274 (M+NH4)+.

Sources & evidence

ORD record: ord-c136bda2f4af4ebd9ea446863b8ac294
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08987453B2

Reaction notes

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