Hydrochloric Acid → 4,5-dihydro-2-(2-phenylethyl)-6H-imidazo[4,5,1-ij]-quinolin-6-one

HRID 341826노트

반응식

HRID 341826 반응식
[NH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[NH:10][CH2:9][CH2:8][C:7]2=[O:12].[C:13]1([CH2:19][CH2:20][CH:21]=O)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.Cl>CO>[C:13]1([CH2:19][CH2:20][C:21]2[N:10]3[C:11]4[C:6]([C:7](=[O:12])[CH2:8][CH2:9]3)=[CH:5][CH:4]=[CH:3][C:2]=4[N:1]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 7707BenzenepropanalHCID 122973664(1H)-Quinolinone, 8-amino-2,3-dihydro-

생성물 1

HCID 158384624,5-dihydro-2-(2-phenylethyl)-6H-imidazo[4,5,1-ij]-quinolin-6-one

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Fifteen grams of 8-amino-2,3-dihydro-4(1H) -quinolinone was dissolved in methanol (300 mL), and after addition of 3-phenylpropionaldehyde (14.6 mL) and 1N HCl (3 mL), the mixture was stirred at room temperature for 2 hrs, followed by addition of silica gel (60 g) to the reaction mixture, and the solvent was removed under reduced pressure. The residue was heated at 100° C. for 2 hrs and purified by silica gel column chromatography (eluent: hexane/ethyl acetate) to yield the titled compound as yellow crystals (13.2 g).

후처리

  1. additionfollowed by addition of silica gel (60 g) to the reaction mixture
  2. customthe solvent was removed under reduced pressure
  3. temperatureThe residue was heated at 100° C. for 2 hrs
  4. custompurified by silica gel column chromatography (eluent: hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-a9c4227919b54ea4832e4ff9ece6810a
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05856334

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