2-Naphthalenesulfonic acid → HCID 19691974, 화합물

HRID 1631

반응식

HRID 1631 반응식
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][NH:5][CH2:6]2.CS[C:13]1[S:14][CH2:15][CH2:16][N:17]=1.C1C2C(=CC=CC=2)C=CC=1S(O)(=O)=O>C(Cl)Cl>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][N:5]([C:13]1[S:14][CH2:15][CH2:16][N:17]=1)[CH2:6]2

참가 물질

5

반응물 3

HCID 84202-Naphthalenesulfonic acidHCID 883244,5-Dihydro-2-(methylthio)thiazoleHCID 147958684-Chloro-2,3-dihydro-1H-isoindole

생성물 1

HCID 19691974HCID 19691974, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
150 °C

실험 절차

A mixture of 4-chloroisoindoline (700 mg), 2-methylthio-2-thiazoline (600 mg), and β-naphthylsulfonic acid (35 mg) was heated at 150° C. for 30 minutes. The product was cooled, dissolved in methylene chloride, washed with water, the organic layer dried over anhydrous potassium carbonate, filtered, and solvent removed from the filtrate under reduced pressure. The residue was chromatographed on silica gel packed in methylene chloride/2% methanol/ammonia, eluting with methylene chloride/2% methanol, to give 4-chloro-2-(thiazolin-2-yl)isoindoline, a compound of Formula (IA), m.p. 167°-169° C.

후처리

  1. temperatureThe product was cooled
  2. washwashed with water
  3. dry with materialthe organic layer dried over anhydrous potassium carbonate
  4. filtrationfiltered
  5. customsolvent removed from the filtrate under reduced pressure
  6. customThe residue was chromatographed on silica gel
  7. washeluting with methylene chloride/2% methanol

출처 및 근거

ORD 기록
ord-0591013fd92545f5bf5092992c26919f
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05726197

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