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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Diethyl Ether → (+/-)-(4aR*,8aS*)-8a-(3-nitrophenyl)-4a,5,6,7,8,8a-hexahydro-4H-benzo[d][1,3]thiazin-2-ylamine

HRID 1693154
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인쇄 미리보기

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HRID 1693154 반응식
FC(F)(F)S(O)(=O)=O.Cl.[N+:10]([C:13]1[CH:14]=[C:15]([C:19]2[CH2:24][CH2:23][CH2:22][CH2:21][C:20]=2[CH2:25][S:26][C:27](=[NH:29])[NH2:28])[CH:16]=[CH:17][CH:18]=1)([O-:12])=[O:11].C(=O)(O)[O-].[Na+].CCOCC>C(O)(C(F)(F)F)=O>[N+:10]([C:13]1[CH:14]=[C:15]([C@:19]23[CH2:24][CH2:23][CH2:22][CH2:21][C@H:20]2[CH2:25][S:26][C:27]([NH2:28])=[N:29]3)[CH:16]=[CH:17][CH:18]=1)([O-:12])=[O:11]
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참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 62406Trifluoromethanesulfonic acid2회HCID 516892Sodium BicarbonateHCID 672787672-[2-(3-Nitrophenyl)cyclohex-1-enylmethyl]isothiourea hydrochloride

생성물 1

HCID 59621307(+/-)-(4aR*,8aS*)-8a-(3-nitrophenyl)-4a,5,6,7,8,8a-hexahydro-4H-benzo[d][1,3]thiazin-2-ylamine

시약·촉매·용매 1

HCID 6422
Trifluoroacetic acid
용매

실험 절차

Trifluoromethanesulfonic acid (1.00 mL) was added to a solution of 2-[2-(3-nitrophenyl)cyclohex-1-enylmethyl]isothiourea hydrochloride obtained in Preparation Example 4-(4) (2.04 g) in TFA (10.0 mL) in an ice bath. The reaction solution was warmed to room temperature, followed by stirring overnight. Trifluoromethanesulfonic acid (1.00 mL) was further added to the reaction solution, followed by stirring for two days. After confirming completion of the reaction, the reaction mixture was carefully poured into a mixed solution of a saturated sodium bicarbonate solution and ether in an ice bath. The aqueous layer was extracted with ethyl acetate, and the organic layer was washed with a saturated sodium bicarbonate solution and a saturated sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate. The drying agent was removed by filtration and the filtrate was concentrated under reduced pressure to obtain a crude product. The resulting crude product was purified by NH-silica gel column chromatography to obtain the title compound (1.62 g).

후처리

  1. stirringby stirring for two days
  2. customcompletion of the reaction
  3. extractionThe aqueous layer was extracted with ethyl acetate
  4. washthe organic layer was washed with a saturated sodium bicarbonate solution
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. customThe drying agent was removed by filtration
  7. concentrationthe filtrate was concentrated under reduced pressure
  8. customto obtain a crude product
  9. customThe resulting crude product was purified by NH-silica gel column chromatography

출처 및 근거

ORD 기록
ord-cb552f84e50f445ca0665316fe242749
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08158620B2

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