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Sodium Methoxide → HCID 86702157、化合物

HRID 1776235
ノート
印刷プレビュー

反応式

HRID 1776235 の反応式
[S:1]1(=[O:7])(=[O:6])[CH:5]=[CH:4][CH2:3][NH:2]1.[CH3:8][O-:9].[Na+]>CO>[CH3:8][O:9][CH:4]1[CH2:5][S:1](=[O:7])(=[O:6])[NH:2][CH2:3]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 10942334Sodium MethoxideHCID 154184022,3-Dihydro-1H-1lambda~6~,2-thiazole-1,1-dione

生成物 1

HCID 86702157HCID 86702157、化合物収率 13%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

反応条件

温度
70 °C

実験手順

To a solution of 2,3-dihydroisothiazole-1,1-dioxide (0.100 g, 0.8 mmol) in methanol (1 mL) was added 25% sodium methoxide in methanol (0.181 g, 0.8 mmol) and the solution stirred at 60° C. for 2 hrs and at 70° C. for 3 hrs. The mixture was concentrated and suspended in 1 N aqueous hydrochloric acid. The aqueous mixture was extracted with ethyl acetate (3×), and the organic layers dried (anhydrous sodium sulfate), filtered, and concentrated in vacuo. The crude material was purified by silica gel chromatography (0-6% methanol/methylene chloride) to give the product (0.011 g, 13%). 1H NMR (300 MHz, CDCl3) δ 4.53 (br s, 1H), 4.33-4.29 (m, 1H), 3.48-3.30 (m, 3H), 3.37 (s, 3H), 3.19-3.13 (m, 1H). 13C NMR (100 MHz, CDCl3) δ 80.8, 57.1, 53.3, 48.7.

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート

後処理

  1. concentrationThe mixture was concentrated
  2. extractionThe aqueous mixture was extracted with ethyl acetate (3×)
  3. dry with materialthe organic layers dried (anhydrous sodium sulfate)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe crude material was purified by silica gel chromatography (0-6% methanol/methylene chloride)

出典と根拠

ORDレコード
ord-e0a048b3da244934a3e4d261f3b9740e
出典データセット
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09265772B2

反応ノート

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