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7-benzenesulfonyl-3,4-dihydro-2H-naphthalen-1-one → C-(6-Benzenesulfonyl-naphthalen-1-yl)-methylamine

HRID 1715060
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HRID 1715060 반응식
[C:1]1([S:7]([C:10]2[CH:19]=[C:18]3[C:13]([CH2:14][CH2:15][CH2:16][C:17]3=O)=[CH:12][CH:11]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:21]1([S:27]([C:30]2[CH:31]=[C:32]3[C:37](=[CH:38][CH:39]=2)[C:36]([CH2:40][NH2:41])=[CH:35][CH:34]=[CH:33]3)(=[O:29])=[O:28])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.Cl.[CH3:43][C:44]1([CH3:52])[CH2:49][NH:48][CH:47](SC)[NH:46][CH2:45]1>C(Cl)Cl>[C:21]1([S:27]([C:30]2[CH:31]=[C:32]3[C:37](=[CH:38][CH:39]=2)[C:36]([CH2:40][NH2:41])=[CH:35][CH:34]=[CH:33]3)(=[O:29])=[O:28])[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1.[C:1]1([S:7]([C:10]2[CH:19]=[C:18]3[C:13]([CH:14]=[CH:15][CH:16]=[C:17]3[CH2:40][NH:41][C:47]3[NH:46][CH2:45][C:44]([CH3:52])([CH3:43])[CH2:49][N:48]=3)=[CH:12][CH:11]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
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참가 물질

6

반응물 3

HCID 590217777-benzenesulfonyl-3,4-dihydro-2H-naphthalen-1-oneHCID 59028770C-(6-Benzenesulfonyl-naphthalen-1-yl)-methylamineHCID 666515215,5-Dimethyl-2-methylsulfanyl-hexahydro-pyrimidine hydrochloride

생성물 2

HCID 59028770C-(6-Benzenesulfonyl-naphthalen-1-yl)-methylamineHCID 59028791(7-Benzenesulfonyl-naphthalen-1-ylmethyl)-(5,5-dimethyl-1,4,5,6-tetrahydro-pyrimidin-2-yl)-amine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
150 °C

실험 절차

C-(6-Benzenesulfonyl-naphthalen-1-yl)-methylamine is prepared from 7-Benzenesulfonyl-3,4-dihydro-2H-naphthalen-1-one following the procedures of Examples 1 and 2. C-(6-Benzenesulfonyl-naphthalen-1-yl)-methylamine and 5,5-dimethyl-2-methylsulfanyl-hexahydro-pyrimidine hydrochloride are added to methylene chloride, and the reaction mixture is heated to gentle reflux until all of the solvent is evaporated. The reaction mixture is heated to 150° C. and then cooled. The resulting mixture is basified by dropwise addition of aqueous NaOH solution, and then purified by preparative liquid chromatography to give (7-benzenesulfonyl-naphthalen-1-ylmethyl)-(5,5-dimethyl-1,4,5,6-tetrahydro-pyrimidin-2-yl)-amine.

후처리

  1. temperaturethe reaction mixture is heated
  2. temperatureto gentle reflux until all of the solvent
  3. customis evaporated
  4. temperaturecooled
  5. additionThe resulting mixture is basified by dropwise addition of aqueous NaOH solution
  6. custompurified by preparative liquid chromatography

출처 및 근거

ORD 기록
ord-bbf763555e034b0d90faa2dd2f9e014a
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07799797B2

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