(Z)-3-(4-bromo-3-methoxy-phenylamino)-but-2-enoic acid ethyl ester → HCID 178486798, 화합물

HRID 2415484노트

반응식

HRID 2415484 반응식
C(O[C:4](=[O:18])/[CH:5]=[C:6](\[NH:8][C:9]1[CH:14]=[CH:13][C:12]([Br:15])=[C:11]([O:16][CH3:17])[CH:10]=1)/[CH3:7])C>C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>[Br:15][C:12]1[CH:13]=[C:14]2[C:9](=[CH:10][C:11]=1[O:16][CH3:17])[N:8]=[C:6]([CH3:7])[CH:5]=[C:4]2[OH:18]

참가 물질

3

반응물 1

HCID 69287166(Z)-3-(4-bromo-3-methoxy-phenylamino)-but-2-enoic acid ethyl ester

생성물 1

HCID 178486798HCID 178486798, 화합물수율 84%

시약·촉매·용매 1

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)용매

반응 조건

온도
220 °C

실험 절차

A suspension of 6.6 g (21 mmol) of (Z)-3-(4-bromo-3-methoxy-phenylamino)-but-2-enoic acid ethyl ester in 40 ml of Dowtherm A were heated under stirring at 220° C. for 7.5 h after which time TLC analysis indicated completion of the reaction. The mixture was cooled to RT under stirring and the solvent was decanted off. The remaining solid residue was triturated with hexane, filtered off by suction and dried in a high vacuum to give 4.7 g (84%) of the 6-bromo-7-methoxy-2-methyl-quinolin-4-ol as a dark brown solid. EI mass spectrum, m/e: 269 (M calculated for C11H10BrNO2: 269).

후처리

  1. temperaturewere heated
  2. customcompletion of the reaction
  3. temperatureThe mixture was cooled to RT
  4. stirringunder stirring
  5. customthe solvent was decanted off
  6. customThe remaining solid residue was triturated with hexane
  7. filtrationfiltered off by suction
  8. customdried in a high vacuum

출처 및 근거

ORD 기록
ord-bc4dceb9038a459384318ab60c49cefd
출처 데이터셋
uspto-grants-2004_11
특허 번호
US06818767B2

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