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1-Phenethylamine → 7-nitro-N-(1-phenylethyl)-1,3-benzothiazol-2-amine

HRID 2235491
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HRID 2235491 반응식
Cl[C:2]1[S:3][C:4]2[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[CH3:14][CH:15]([NH2:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CN1CCCC1=O.O>[N+:11]([C:10]1[C:4]2[S:3][C:2]([NH:22][CH:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH3:14])=[N:6][C:5]=2[CH:7]=[CH:8][CH:9]=1)([O-:13])=[O:12]
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참가 물질

5

반응물 2

HCID 74081-PhenethylamineHCID 450777752-Chloro-7-nitrobenzo[d]thiazole

생성물 1

HCID 588965417-nitro-N-(1-phenylethyl)-1,3-benzothiazol-2-amine수율 74%

시약·촉매·용매 2

HCID 962Water용매HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

To 0.160 g (0.75 mmol) of 2-chloro-7-nitro-1,3-benzothiazole in 2 mL of 1-methyl-2-pyrrolidinone (NMP) was added 0.29 μL (2.2 mmol) of racemic α-methylbenzylamine. The reaction was stirred at room temperature for 18 h, diluted with water and extracted with dichloromethane. The organic layer was concentrated in vacuo and purified by flash chromatography eluting with a 25% ethyl acetate/hexanes mixture to give 0.165 g (74%) of the title compound as a light yellow solid which was used without further analysis in the subsequent step.

후처리

  1. extractionextracted with dichloromethane
  2. concentrationThe organic layer was concentrated in vacuo
  3. custompurified by flash chromatography
  4. washeluting with a 25% ethyl acetate/hexanes mixture

출처 및 근거

ORD 기록
ord-cf90b6e0c7d0415792cb54d625897c2c
출처 데이터셋
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07714009B2

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