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Toluene → (S)-3-chloro-1,5,10,10a-tetrahydrothiazolo[3,4-b]isoquinolinium chloride

HRID 2420096
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HRID 2420096 반응식
[C:1]([Cl:4])([Cl:3])=O.C1(C)C=CC=CC=1.[CH2:12]1[C@H:24]2[N:15]([CH2:16][C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:22]=3[CH2:23]2)C(=S)[S:13]1>O1CCCC1>[Cl-:3].[Cl:4][C:1]1[S:13][CH2:12][C@@H:24]2[CH2:23][C:22]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[CH2:16][N+:15]=12
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참가 물질

5

반응물 3

HCID 1140TolueneHCID 6371PhosgeneHCID 54272298(10aS)-1,5,10,10a-Tetrahydro-3H-[1,3]thiazolo[3,4-b]isoquinoline-3-thione

생성물 1

HCID 86735297(S)-3-chloro-1,5,10,10a-tetrahydrothiazolo[3,4-b]isoquinolinium chloride

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
50 °C

실험 절차

A solution (20 cc) of phosgene in toluene (containing 2 mols of phosgene per liter) is added dropwise in the absence of moisture whilst stirring and at a temperature of about 20° C to a solution of (S)-1,5,10,10a-tetrahydrothiazolo[3,4-b]isoquinoline-3-thione (2.2 g) in tetrahydrofuran (25 cc). The mixture becomes cloudy after 15 minutes; it is stirred for 5 hours and heated at 50° C for 1 hour. The solvents are evaporated under reduced pressure (25 mm Hg) to give (S)-3-chloro-1,5,10,10a-tetrahydrothiazolo[3,4-b]isoquinolinium chloride (2.6 g) in the form of a very hygroscopic white crystalline powder.

후처리

  1. customafter 15 minutes
  2. customThe solvents are evaporated under reduced pressure (25 mm Hg)

출처 및 근거

ORD 기록
ord-af5300eda0bb413d8b63a25ec6dee65c
출처 데이터셋
uspto-grants-1978_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04108999

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