Benzene, 1-bromo-3-nitro- → 2-Bromo-6-nitroaniline

HRID 7092

反応式

HRID 7092 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.CO[NH3+:13].[Cl-].CC(C)([O-])C.[K+]>CN(C=O)C.[Cu]Cl>[NH2:13][C:3]1[C:2]([Br:1])=[CH:7][CH:6]=[CH:5][C:4]=1[N+:8]([O-:10])=[O:9]

参加物

6

反応物 3

HCID 11457Benzene, 1-bromo-3-nitro-HCID 11639O-methylhydroxylammonium chlorideHCID 23665647Potassium tert-butoxide

生成物 1

HCID 114699892-Bromo-6-nitroaniline収率 6%

試薬・触媒・溶媒 2

HCID 62652Cuprous chloride触媒HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 3-bromonitrobenzene (6.06 g, 30 mmol) and o-methylhydroxylamine hydrochloride (3.13 g, 37.5 mmol) were reacted in the presence of copper (I) chloride (0.59 g, 6 mmol) and potassium t-butoxide (10.1 g, 90 mmol) in DMF (75 mL). Aqueous work-up and chromatography gave 2-amino-3-bromonitrobenzene (0.36 g, 6%) as an orange powder. 1H NMR (CDCl3) δ 6.60 (t, 1H, J=9 Hz), 7.70 (d, 1H, J=9 Hz), 8.14 (d, 1H, J=9 Hz).

出典と根拠

ORDレコード
ord-5da6dc30a40e4b98a9086a0a634513ee
出典データセット
uspto-grants-2006_08
特許番号
US07084155B2

関連ノート

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