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2-tert-Butylaniline → HCID 67208015、化合物

HRID 1042984
ノート
印刷プレビュー

反応式

HRID 1042984 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]3[C:13]([CH3:18])=[N:14][O:15][C:16]=3[CH3:17])=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[N+:19]([O-:21])=[O:20].[C:22]([C:26]1[CH:32]=[CH:31][CH:30]=[CH:29][C:27]=1[NH2:28])([CH3:25])([CH3:24])[CH3:23]>CC#N>[C:22]([C:26]1[CH:32]=[CH:31][CH:30]=[CH:29][C:27]=1[NH:28][C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]3[C:13]([CH3:18])=[N:14][O:15][C:16]=3[CH3:17])=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[N+:19]([O-:21])=[O:20])([CH3:25])([CH3:23])[CH3:24]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 805742-tert-ButylanilineHCID 57465578HCID 57465578、化合物2 回

生成物 1

HCID 67208015HCID 67208015、化合物収率 80%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 4-chloro-7-(3,5-dimethyl-4-isoxazolyl)-3-nitroquinoline (for a preparation see Intermediate 16) (2.2 g, 7.2 mmol) and 2-tert-butylaniline (1.2 g, 8 mmol) in CH3CN (20 ml) was refluxed for 1 h. The solvent was evaporated in vacuo and the residue treated with an aqueous solution of sodium hydroxide N, extracted with DCM, washed with water and dried over Na2SO4. The residue was purified by chromatography on silica gel eluting with DCM/MeOH (99:1) to give the title compound as a yellow solid (2.4 g, 80%). [APCI-MS] m/z: 417 MH+, Rt 3.73 min. NMR (300 MHz, DMSO-d6, ppm) δ: 9.87 (brs, 1H), 8.92 (s, 1H), 8.34 (d, J=8.7 Hz, 1H), 7.82 (s, 1H), 7.50 (d, J=8.9 Hz, 1H), 7.25-6.91 (m, 4H), 2.32 (s, 3H), 2.15 (s, 3H).

後処理

  1. temperaturewas refluxed for 1 h
  2. customThe solvent was evaporated in vacuo
  3. additionthe residue treated with an aqueous solution of sodium hydroxide N
  4. extractionextracted with DCM
  5. washwashed with water
  6. dry with materialdried over Na2SO4
  7. customThe residue was purified by chromatography on silica gel eluting with DCM/MeOH (99:1)

出典と根拠

ORDレコード
ord-10e6e130609c48f492ff3869c2079111
出典データセット
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08557984B2

反応ノート

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