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N-bromobutanimide → 3-(2-Pyridyl)-5-(3-bromomethyl-5-cyanophenyl)-1,2,4-oxadiazole

HRID 2216842
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HRID 2216842 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[N:11]=[C:10]([C:12]2[CH:17]=[C:16]([CH3:18])[CH:15]=[C:14]([C:19]#[N:20])[CH:13]=2)[O:9][N:8]=1.[Br:21]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.ClCCl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[N:11]=[C:10]([C:12]2[CH:13]=[C:14]([C:19]#[N:20])[CH:15]=[C:16]([CH2:18][Br:21])[CH:17]=2)[O:9][N:8]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 67184N-bromobutanimideHCID 9856535HCID 9856535, 화합물

생성물 1

HCID 219425773-(2-Pyridyl)-5-(3-bromomethyl-5-cyanophenyl)-1,2,4-oxadiazole수율 91.3%

시약·촉매·용매 3

HCID 7187Benzoyl Peroxide촉매HCID 5943Carbon Tetrachloride용매HCID 6344
Dichloromethane
용매

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온도
80 °C

실험 절차

A mixture of 3-(2-pyridyl)-5-(3-cyano-5-methylphenyl)-1,2,4-oxadiazole (0.5 g, 1.91 mmol), N-bromosuccinimide (0.339 g, 1.91 mmol), and benzoyl peroxide (0.0010 g, 0.04 mmol) in carbon tetrachloride (25 mL) was heated at 80° C. for 18 hours. After this time the reaction mixture was cooled and diluted with dichloromethane. The organic solution was washed with water and brine to afford 0.595 g (91%) of 3-(2-pyridyl)-5-(3-bromomethyl-5-cyanophenyl)-1,2,4-oxadiazole.

후처리

  1. temperatureAfter this time the reaction mixture was cooled
  2. washThe organic solution was washed with water and brine

출처 및 근거

ORD 기록
ord-6ab3fbd6cc114b20afd72dabebff0dbe
출처 데이터셋
uspto-grants-2006_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07112595B2

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