Acetic Acid → 8-chlorosulfonyl-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid

HRID 1970014노트

반응식

HRID 1970014 반응식
[O:1]=[C:2]1[C:11]2[NH:12][CH:13]=[CH:14][C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[NH:3]1.C([C:17]([O-:19])=[O:18])C.C(O)(=O)C.[Cl:24][S:25](O)(=[O:27])=[O:26]>>[Cl:24][S:25]([C:7]1[CH:6]=[CH:5][C:4]2[NH:3][C:2](=[O:1])[C:11]3[NH:12][CH:13]=[C:14]([C:17]([OH:19])=[O:18])[C:10]=3[C:9]=2[CH:8]=1)(=[O:27])=[O:26]

참가 물질

4

반응물 3

HCID 176Acetic AcidHCID 24638Chlorosulfonic acidHCID 86627461HCID 86627461, 화합물

생성물 1

HCID 451210688-chlorosulfonyl-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid수율 100%

반응 조건

온도
85 °C

실험 절차

In a sealed tube, 1.42 g (4.5 mmol) of 4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate cocrystallized with one equivalent of acetic acid (synthesis 1) is dissolved in 6 mL (90 mmol) of chlorosulfonic acid. The reaction mixture is placed on an oil bath heated beforehand to 85° C. for 20 minutes, cooled on an ice bath then poured slowly onto crushed ice. The solid is filtered, rinsed with water, diisopropyl ether and pentane then dried under vacuum to give 1.47 g (quantitative) of 8-chlorosulfonyl-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid in the form of a brown solid.

후처리

  1. customThe reaction mixture is placed on an oil bath
  2. temperaturecooled on an ice bath
  3. additionthen poured slowly
  4. customonto crushed ice
  5. filtrationThe solid is filtered
  6. washrinsed with water, diisopropyl ether and pentane
  7. customthen dried under vacuum

출처 및 근거

ORD 기록
ord-1f2d7e73156c4b29ae8552878a989113
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08426437B2

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