N-Phthaloylglycine → 2H-Isoindole-2-acetyl chloride, 1,3-dihydro-1,3-dioxo-

HRID 248820

反応式

HRID 248820 の反応式
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[CH2:12][C:13]([OH:15])=O.S(Cl)([Cl:18])=O>>[CH:8]1[CH:9]=[C:10]2[C:2]([N:3]([CH2:12][C:13]([Cl:18])=[O:15])[C:4](=[O:11])[C:5]2=[CH:6][CH:7]=1)=[O:1]

参加物

3

反応物 2

HCID 20825N-PhthaloylglycineHCID 24386Thionyl Chloride

生成物 1

HCID 812422H-Isoindole-2-acetyl chloride, 1,3-dihydro-1,3-dioxo-

実験手順

A solution of 1,3-dihydro-1,3-dioxo-2H-isoindole-2-acetic acid (7.00 g) and thionyl chloride (12 mL) was stirred at reflux under nitrogen for one hour. The thionyl chloride was distilled from the reaction, and the resulting crude product was further purified by distillation via a kugelrohr apparatus (BUCHI, Flawil, Switzerland). [Bp: 160°-180° C. (oven temperature) at 10 mm Hg.]The yield of the title compound was 6.88 grams (90.2%). The structure of the title compound, and of all of the compounds synthesized in each of the subsequent examples, was confirmed by 1H NMR.

後処理

  1. temperatureat reflux under nitrogen for one hour
  2. distillationThe thionyl chloride was distilled from the reaction
  3. distillationthe resulting crude product was further purified by distillation via a kugelrohr apparatus (BUCHI, Flawil, Switzerland)
  4. customThe structure of the title compound, and of all of the compounds synthesized in each of the subsequent examples

出典と根拠

ORDレコード
ord-12dac6c8922c4008ba6739349b85633c
出典データセット
uspto-grants-1993_05
特許番号
US05212169

関連ノート

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