2-Naphthalenesulfonic acid → HCID 19691974、化合物

HRID 1631

反応式

HRID 1631 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 19691974HCID 19691974、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
150 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0591013fd92545f5bf5092992c26919f
出典データセット
uspto-grants-1998_03
特許番号
US05726197

関連ノート

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