Bromine → N2-Mesityl-4-methyl-N7,N7-dipropyl-1,3-benzothiazole-2,7-diamine

HRID 2235509ノート

反応式

HRID 2235509 の反応式
[CH2:1]([N:4]([CH2:25][CH2:26][CH3:27])[C:5]1[CH:6]=[CH:7][C:8]([CH3:24])=[C:9]([NH:11][C:12]([NH:14][C:15]2[C:20]([CH3:21])=[CH:19][C:18]([CH3:22])=[CH:17][C:16]=2[CH3:23])=[S:13])[CH:10]=1)[CH2:2][CH3:3].BrBr>C(Cl)(Cl)(Cl)Cl.O>[C:20]1([CH3:21])[CH:19]=[C:18]([CH3:22])[CH:17]=[C:16]([CH3:23])[C:15]=1[NH:14][C:12]1[S:13][C:10]2[C:5]([N:4]([CH2:1][CH2:2][CH3:3])[CH2:25][CH2:26][CH3:27])=[CH:6][CH:7]=[C:8]([CH3:24])[C:9]=2[N:11]=1

参加物

5

反応物 2

HCID 24408BromineHCID 866129911-(5-Dipropylamino-2-methylphenyl)-3-mesitylthiourea

生成物 1

HCID 58896415N2-Mesityl-4-methyl-N7,N7-dipropyl-1,3-benzothiazole-2,7-diamine収率 39.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 5943Carbon Tetrachloride溶媒2 回

実験手順

To a mixture of 1-(5-dipropylamino-2-methylphenyl)-3-mesitylthiourea (100 mg, 0.261 mmol) in carbon tetrachloride (10 ml) was added dropwise bromine (0.015 ml, 0.287 mmol) in carbon tetrachloride (5 ml) over 30 min. The mixture was refluxed for 18 h and diluted with water. The aqueous solution was extracted with dichloromethane. The extract was washed with water and brine and concentrated under vacuum. The residue was purified by chromatography eluting with 10% AcOEt in n-hexane to afford 39 mg of the title compound.

後処理

  1. temperatureThe mixture was refluxed for 18 h
  2. extractionThe aqueous solution was extracted with dichloromethane
  3. washThe extract was washed with water and brine
  4. concentrationconcentrated under vacuum
  5. customThe residue was purified by chromatography
  6. washeluting with 10% AcOEt in n-hexane

出典と根拠

ORDレコード
ord-a6e937661b2343fe881f9151477098c8
出典データセット
uspto-grants-2010_05
特許番号
US07714009B2

反応ノート

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