1-Chloro-2-nitrobenzene → 2-[(2-Nitrophenyl)sulfanyl]-1H-imidazole

HRID 1074202노트

반응식

HRID 1074202 반응식
[SH:1][C:2]1[NH:3][CH:4]=[CH:5][N:6]=1.Cl[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-:16])=[O:15].C[O-].[Na+]>C(O)C>[N+:14]([C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[S:1][C:2]1[NH:3][CH:4]=[CH:5][N:6]=1)([O-:16])=[O:15]

참가 물질

5

반응물 3

HCID 69451-Chloro-2-nitrobenzene2회HCID 10942334Sodium MethoxideHCID 178527877HCID 178527877, 화합물

생성물 1

HCID 131782532-[(2-Nitrophenyl)sulfanyl]-1H-imidazole수율 75%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 5.0 g (0.05 mole) of 2-mercaptoimidazole. 7.9 g (0.05 mole) of 2-chloronitrobenzene, 6.5 g (0.12 mole) of sodium methoxide and 150 ml of ethanol was stirred and refluxed for 5 hours. An additional 0.8 g of 2-chloronitrobenzene, was added and refluxing continued for 5 more hours. The mixture was filtered hot and the filtrates concentrated. The residue was partitioned with water and dichloromethane. The undissolved solid was collected by filtration to give 8.3 g of product. The dichloromethane was dried and concentrated. The residue was recrystallized from dichloromethane to give an additional 1.2 g of product. The total yield was 87% and the product was obtained as yellow rods, mp 178°-181° C.

후처리

  1. temperaturerefluxed for 5 hours
  2. temperaturerefluxing
  3. filtrationThe mixture was filtered hot
  4. concentrationthe filtrates concentrated
  5. customThe residue was partitioned with water and dichloromethane
  6. filtrationThe undissolved solid was collected by filtration

출처 및 근거

ORD 기록
ord-bf4a1a1db1ca420fa00ba27b55179cc2
출처 데이터셋
uspto-grants-1990_11
특허 번호
US04973599

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