3-Bromoaniline → HCID 11144112, 화합물

HRID 548447노트

반응식

HRID 548447 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:15][CH2:16][CH3:17])=[C:9]([N+:12]([O-:14])=[O:13])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:18]#[N:19].[Br:20][C:21]1[CH:22]=[C:23]([CH:25]=[CH:26][CH:27]=1)[NH2:24].C(=O)(O)[O-].[Na+]>C(O)C>[Br:20][C:21]1[CH:22]=[C:23]([NH:24][C:2]2[C:11]3[C:6](=[CH:7][C:8]([O:15][CH2:16][CH3:17])=[C:9]([N+:12]([O-:14])=[O:13])[CH:10]=3)[N:5]=[CH:4][C:3]=2[C:18]#[N:19])[CH:25]=[CH:26][CH:27]=1

참가 물질

5

반응물 3

HCID 115623-BromoanilineHCID 516892Sodium BicarbonateHCID 110113054-Chloro-7-ethoxy-6-nitroquinoline-3-carbonitrile

생성물 1

HCID 11144112HCID 11144112, 화합물수율 82.8%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 2.1 g (7.6 mmol) of 4-chloro-7-ethoxy-6-nitro-quinoline-3-carbonitrile and 0.91 ml (8.3 mmol) of 3-bromo aniline in 100 ml ethanol was refluxed under nitrogen for 4.5 hours. The reaction mixture was poured into diluted sodium bicarbonate solution. Ethanol was removed under vacuum. The mixture was diluted with ethyl acetate and the organic layer was separated and dried over sodium sulfate. The solution was concentrated and solid was collected and then washed with hexane. Upon drying, 2.6 g of yellow solid obtained: mass spectrum (electrospray, m/e) M+H 412.8 and 414.9.

후처리

  1. temperaturewas refluxed under nitrogen for 4.5 hours
  2. customEthanol was removed under vacuum
  3. additionThe mixture was diluted with ethyl acetate
  4. customthe organic layer was separated
  5. dry with materialdried over sodium sulfate
  6. concentrationThe solution was concentrated
  7. customsolid was collected
  8. washwashed with hexane
  9. customUpon drying

출처 및 근거

ORD 기록
ord-5acda4f97a5b45f196bb75a13e2d6165
출처 데이터셋
uspto-grants-2011_05
특허 번호
USRE042376E1

반응 노트

불러오는 중…