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

HRID 1970014ノート

反応式

HRID 1970014 の反応式
[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]

参加物

4

反応物 3

HCID 176Acetic AcidHCID 24638Chlorosulfonic acidHCID 86627461HCID 86627461、化合物

生成物 1

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

反応条件

温度
85 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1f2d7e73156c4b29ae8552878a989113
出典データセット
uspto-grants-2013_04
特許番号
US08426437B2

反応ノート

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