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Hydrochloric Acid → 2-Quinolinecarboxylic acid,1-[2-(benzoylthio)-1-oxopropyl]-1,2,3,4-tetrahydro-

HRID 1462913
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HRID 1462913 반응식
Cl.[NH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4][CH:3]1[C:12]([OH:14])=[O:13].[C:15]([S:23][CH:24]([CH3:28])[C:25](Cl)=[O:26])(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.Cl>N1C=CC=CC=1>[C:15]([S:23][CH:24]([CH3:28])[C:25]([N:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4][CH:3]1[C:12]([OH:14])=[O:13])=[O:26])(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 129155212-Benzoylthiopropanoyl chlorideHCID 457901311,2,3,4-Tetrahydroquinoline-2-carboxylic acid hydrochloride

생성물 1

HCID 133367612-Quinolinecarboxylic acid,1-[2-(benzoylthio)-1-oxopropyl]-1,2,3,4-tetrahydro-

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

(±)-1,2,3,4-Tetrahydro-2-quinolinecarboxylic acid hydrochloride (43 g) in pyridine (300 ml) was treated dropwise with 2-benzoylthiopropanoyl chloride (46 g) with vigorous stirring. After stirring at room temperature overnight, the mixture was poured onto ice (300 g) and acidified with concentrated hydrochloric acid. The product was extracted with ether and the ether extracts combined, dried over sodium sulfate, and concentrated to dryness in vacuo. The residue, (±)-1-(2-benzoylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid, was crystallized from acetonitrile (100 ml); yield 7 g, m.p. 157°-159°.

후처리

  1. additionthe mixture was poured onto ice (300 g)
  2. extractionThe product was extracted with ether
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated to dryness in vacuo
  5. customThe residue, (±)-1-(2-benzoylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid, was crystallized from acetonitrile (100 ml)

출처 및 근거

ORD 기록
ord-097e0b73eb7b4cb0b27246120ddf09ef
출처 데이터셋
uspto-grants-1984_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04461896

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