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

HRID 2235509노트

반응식

HRID 2235509 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 5943Carbon Tetrachloride용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a6e937661b2343fe881f9151477098c8
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07714009B2

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