Azobisisobutyronitrile → 5-(Bromomethyl)-2,1,3-benzothiadiazole

HRID 1862423노트

반응식

HRID 1862423 반응식
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]2=[N:6][S:7][N:8]=[C:4]2[CH:3]=1.[Br:11]N1C(=O)CCC1=O.CC(N=NC(C#N)(C)C)(C#N)C>C(Cl)(Cl)Cl>[Br:11][CH2:1][C:2]1[CH:10]=[CH:9][C:5]2=[N:6][S:7][N:8]=[C:4]2[CH:3]=1

참가 물질

5

반응물 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 27812495-Methyl-2,1,3-benzothiadiazole

생성물 1

HCID 5910045-(Bromomethyl)-2,1,3-benzothiadiazole수율 62.9%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

5-Methylbenzo-2,1,3-thiadiazole (5 g, 33.3 mmol) in CHCl3 (75 mL) was treated with N-bromosuccinimide (5.32 g, 33.3 mmol) and a catalytic amount of AIBN and heated at reflux for 16 hours. After cooling to ambient temperature, the resulting precipitate was fitered off and the filtrate was concentrated under reduced pressure. The residue was recrystallized from ethanol to provide 4.8 g of the title compound. 1H NMR (300 MHz, CDCl3) δ 4.62 (s, 2H), 7.65 (dd, 1H), 8.0 (m, 2H).

후처리

  1. temperatureat reflux for 16 hours
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-2e9abe8430f047f1b72d6303bbc1cca1
출처 데이터셋
uspto-grants-2003_03
특허 번호
US06538004B2

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