2-Chlorobenzoyl chloride → HCID 13457735, 화합물

HRID 462742노트

반응식

HRID 462742 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 13457735HCID 13457735, 화합물수율 123.7%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ba3801e3900a4853a23cb6640d077d3b
출처 데이터셋
uspto-grants-1985_05
특허 번호
US04517195

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