N-bromobutanimide → 2-Bromo-6-chloro-5-dimethylaminoaniline

HRID 352464노트

반응식

HRID 352464 반응식
[Cl:1][C:2]1[C:8]([N:9]([CH3:11])[CH3:10])=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].[Br:12]N1C(=O)CCC1=O>CN(C=O)C>[Br:12][C:5]1[CH:6]=[CH:7][C:8]([N:9]([CH3:11])[CH3:10])=[C:2]([Cl:1])[C:3]=1[NH2:4]

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 227123462-Chloro-3-dimethylaminoaniline

생성물 1

HCID 227123472-Bromo-6-chloro-5-dimethylaminoaniline수율 93.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

반응 조건

온도
0 °C

실험 절차

12.8 g of 2-chloro-3-dimethylaminoaniline is dissolved in 180 ml of DMF and stirred at 0° C. A solution of 13.4 g of N-bromosuccinimide in 80 ml of DMF is slowly added dropwise, so that the temperature does not rise above 2° C. The mixture is stirred for 5 hours at 0° C. and then at RT. After 48 hours, 700 ml of ice-water is added. The white precipitate is filtered off and the aqueous phase is extracted three times with 200 ml of diethyl ether. The organic phases are dried, filtered, and evaporated down. 17.5 g of 2-bromo-6-chloro-5-dimethylaminoaniline is obtained as a brown oil and used further without any additional purification.

후처리

  1. customdoes not rise above 2° C
  2. stirringThe mixture is stirred for 5 hours at 0° C.
  3. customat RT
  4. filtrationThe white precipitate is filtered off
  5. extractionthe aqueous phase is extracted three times with 200 ml of diethyl ether
  6. customThe organic phases are dried
  7. filtrationfiltered
  8. customevaporated down

출처 및 근거

ORD 기록
ord-813c36f13bd94505be7af6937ef220fb
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06747051B2

반응 노트

불러오는 중…