Sulfuric Acid → 4-(Bromomethyl)-1,2-dihydroquinolin-2-one

HRID 2225329

반응식

HRID 2225329 반응식
[C:1]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=[O:6])[CH2:2][C:3]([CH3:5])=O.[Br:14]Br.S(=O)(=O)(O)O>C(Cl)(Cl)Cl>[Br:14][CH2:5][C:3]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][C:1](=[O:6])[CH:2]=1

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 7592AcetoacetanilideHCID 24408Bromine2회

생성물 1

HCID 2682964-(Bromomethyl)-1,2-dihydroquinolin-2-one

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

30 Grams of acetoacetanilide was dissolved in 30 ml of chloroform, then a solution containing 27 g of bromine in 30 ml of chloroform was added dropwise thereto at a room temperature with stirring. After completion of the addition of bromine, the reaction mixture was refluxed for 30 minutes. The reaction mixture was concentrated under a reduced pressure, the residue obtained was added to 70 ml of a concentrated sulfuric acid with stirring. The addition operation was conducted by keeping the inside of the vessel within 70°-75° C., then the whole mixture was poured into ice-water and the crystals precipitated were collected by filtration. Recrystallized from methanol-chloroform to obtain 20 g of 4-bromomethylcarbostyril in the form of colorless needel-like crystals.

후처리

  1. additionwas added dropwise
  2. temperaturethe reaction mixture was refluxed for 30 minutes
  3. concentrationThe reaction mixture was concentrated under a reduced pressure
  4. customthe residue obtained
  5. stirringwith stirring
  6. customwithin 70°-75° C.
  7. customthe crystals precipitated
  8. filtrationwere collected by filtration
  9. customRecrystallized from methanol-chloroform

출처 및 근거

ORD 기록
ord-69585900773b40fe97aed9b182257de1
출처 데이터셋
uspto-grants-1994_09
특허 번호
USRE034722

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