Hydrochloric Acid → Thieno[2,3-b]quinoline-4-carboxylic acid

HRID 641139노트

반응식

HRID 641139 반응식
C[O:2][C:3]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=[C:7]2[S:15][CH:16]=[CH:17][C:6]=12)=[O:4].[OH-].[Na+].Cl>C(O)C>[S:15]1[C:7]2=[N:8][C:9]3[C:14]([C:5]([C:3]([OH:4])=[O:2])=[C:6]2[CH:17]=[CH:16]1)=[CH:13][CH:12]=[CH:11][CH:10]=3

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 12294104Thieno[2,3-b]quinoline-4-carboxylic acid, methyl ester

생성물 1

HCID 12294105Thieno[2,3-b]quinoline-4-carboxylic acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

1.0 g (4.1 mmol) methyl-thieno[2,3-b]quinoline-4-carboxylate 14, 12 ml ethanol and 60 mL 1N NaOH were mixed and heated at reflux for 75 minutes. After cooling the green solution was acidified with 4N HCl to pH ˜1-2, whereupon a solid precipitated. Then the reaction mixture was extracted with 200 mL diethylether. The organic layer was separated and extracted now with 150 mL of a sodium bicarbonate solution (5%), which was acidified another time with 4N HCl to give the product 15 as a crystalline solid. The precipitate was filtered off and dried under vacuum to give 760 mg of 15.

후처리

  1. temperatureheated
  2. temperatureat reflux for 75 minutes
  3. temperatureAfter cooling the green solution
  4. customprecipitated
  5. extractionThen the reaction mixture was extracted with 200 mL diethylether
  6. customThe organic layer was separated
  7. extractionextracted now with 150 mL of a sodium bicarbonate solution (5%), which

출처 및 근거

ORD 기록
ord-015a3cdfa93d46c7b9ae7ce442dd1c18
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07695980B2

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