Bromine → 6-(1-Bromoethyl)-2,4-dichloro-5-fluoropyrimidine

HRID 496818노트

반응식

HRID 496818 반응식
[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([F:9])=[C:4]([CH2:10][CH3:11])[N:3]=1.[Br:12]N1C(=O)CCC1=O.BrBr>O>[Br:12][CH:10]([C:4]1[N:3]=[C:2]([Cl:1])[N:7]=[C:6]([Cl:8])[C:5]=1[F:9])[CH3:11]

참가 물질

5

반응물 3

HCID 24408BromineHCID 67184N-bromobutanimide2회HCID 223233532,4-Dichloro-6-ethyl-5-fluoropyrimidine

생성물 1

HCID 223233396-(1-Bromoethyl)-2,4-dichloro-5-fluoropyrimidine

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
82.5 °C

실험 절차

A mixture of the compound of part (i) (400 g, N-bromosuccinimide (730 g), azoisobutyronitrile (33.7 g), bromine (65.5 g) and water (6.4 L) was heated at 80-85° C. for5 hours. Further N-bromosuccinimide (183 g) was added, heating continued for 2 hours then further azoisobutyronitrile (33.7 g) added. After heating for 2 hours at 85° C. further azoisobutyronitrile (33.7 g) was added and heating continued for 3 hours. The reaction was cooled, diluted with water (4 L) and extracted with dichloromethane (2×3 L). The combined organic extracts were washed with a solution of sodium metabisulphate (600 g) in water (2.5 L), followed by water (3 L). The solvent was removed by evaporation under reduced pressure, toluene (1.0 L) added and the solution concentrated under reduced pressure to give the product as an oil (534 g).

후처리

  1. temperatureheating
  2. additionwas added
  3. temperatureheating
  4. waitcontinued for 3 hours
  5. temperatureThe reaction was cooled
  6. extractionextracted with dichloromethane (2×3 L)
  7. washThe combined organic extracts were washed with a solution of sodium metabisulphate (600 g) in water (2.5 L)
  8. customThe solvent was removed by evaporation under reduced pressure, toluene (1.0 L)
  9. additionadded
  10. concentrationthe solution concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-87877ff32d764e36aadfabbe13423b90
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06946555B2

반응 노트

불러오는 중…