2-Chlorobenzoyl chloride → HCID 13457735、化合物

HRID 462742ノート

反応式

HRID 462742 の反応式
[C:1]1(=[O:16])[N:5]([N:6]2[CH:10]=[CH:9][CH:8]=[CH:7]2)[C:4](=[O:11])[C:3]2=[CH:12][CH:13]=[CH:14][CH:15]=[C:2]12.[Cl:17][C:18]1[CH:26]=[CH:25][CH:24]=[CH:23][C:19]=1[C:20](Cl)=[O:21]>ClCCCl>[Cl:17][C:18]1[CH:26]=[CH:25][CH:24]=[CH:23][C:19]=1[C:20]([C:7]1[N:6]([N:5]2[C:4](=[O:11])[C:3]3=[CH:12][CH:13]=[CH:14][CH:15]=[C:2]3[C:1]2=[O:16])[CH:10]=[CH:9][CH:8]=1)=[O:21]

参加物

4

反応物 2

HCID 691102-Chlorobenzoyl chlorideHCID 8537192-(1H-Pyrrol-1-yl)isoindoline-1,3-dione

生成物 1

HCID 13457735HCID 13457735、化合物収率 123.7%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

To a vigorously stirred mixture of 1-phthalimidopyrrole (45 g, 0.212 mol) and o-chlorobenzoyl chloride (37 g, 0.212 mole) in 500 ml of 1,2-dichloroethane was added freshly pulverized, fused zinc chloride (43.3 g, 0.318 mol) in one portion. The reaction mixture was heated at gentle reflux for 4.5 hours and then quenched with 700 ml of crushed ice and 500 ml of dichloromethane. The organic layer was separated and washed with water (2×500 ml), dried over anhydrous MgSO4, filtered, and evaporated to give 92 g of an oil. This oil was purified by column chromatography (silica gel/dichloromethane) to give 33.8 g (45%) of needles, m.p. 158°-160° C.

後処理

  1. additionwas added freshly
  2. temperatureThe reaction mixture was heated
  3. temperatureat gentle reflux for 4.5 hours
  4. customquenched with 700 ml of crushed ice and 500 ml of dichloromethane
  5. customThe organic layer was separated
  6. washwashed with water (2×500 ml)
  7. dry with materialdried over anhydrous MgSO4
  8. filtrationfiltered
  9. customevaporated

出典と根拠

ORDレコード
ord-ba3801e3900a4853a23cb6640d077d3b
出典データセット
uspto-grants-1985_05
特許番号
US04517195

反応ノート

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