2-Nitro-1-phenylethanone → HCID 15554721, compound

HRID 1693544Notes

Reaction equation

HRID 1693544 reaction equation
[C:1]([CH2:9][N+:10]([O-:12])=[O:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:14](=[N:20]O)[C:15]([O:17][CH2:18][CH3:19])=[O:16]>>[CH2:18]([O:17][C:15]([C:14]1[C:9]([N+:10]([O-:12])=[O:11])=[C:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[O:8][N:20]=1)=[O:16])[CH3:19]

Participants

3

Reactant 2

HCID 948332-Nitro-1-phenylethanoneHCID 6816376Ethyl chloro(hydroximino)acetate

Product 1

HCID 15554721HCID 15554721, compound

Procedure

4-Nitro-5-phenyl-isoxazole-3-carboxylic acid ethyl ester is prepared from benzoylnitromethane and ethyl chlorooximinoacetate, using the condition described in Dal Piaz, V.; Pinzauti, S.; Lacrimini, P. Synthesis 1975, 664; 1H NMR (CDCl3, 400 MHz) δ 7.93 (d, 2H), 7.65 (t, 1H), 7.58 (t, 2H), 4.53 (q, 2H), 1.44 (t, 3H); HPLC-MS calculated for C12H10N2O5 (M+H+) 263.1. Found 263.1.

Workup

  1. customSynthesis 1975, 664

Sources & evidence

ORD record
ord-5510479f677d4043a1a5fa39a99afc12
Source dataset
uspto-grants-2012_04
Patent number
US08158634B2

Reaction notes

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