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Water → N-(2-chloro-5-pyridylmethyl)-N-methyl-N'-(1-benzylthio-2-nitrovinyl)ethylenediamine

HRID 1382230
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HRID 1382230 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH:9][CH2:10][CH2:11][NH:12][C:13]([SH:18])=[CH:14][N+:15]([O-:17])=[O:16])=[CH:4][N:3]=1.[C:19](=O)([O-])[O-].[K+].[K+].[CH2:25](Br)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.O>C(#N)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]([CH3:19])[CH2:10][CH2:11][NH:12][C:13]([S:18][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[CH:14][N+:15]([O-:17])=[O:16])=[CH:4][N:3]=1
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참가 물질

6

반응물 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 72727592HCID 72727592, 화합물

생성물 1

HCID 86742750N-(2-chloro-5-pyridylmethyl)-N-methyl-N'-(1-benzylthio-2-nitrovinyl)ethylenediamine수율 15.7%

시약·촉매·용매 1

HCID 6342
Acetonitrile
용매

실험 절차

The compound synthesized in Example 2 (1.4 g) was dissolved in dry acetonitrile (30 ml), and potassium carbonate (1.4 g) was added. The mixture was stirred at room temperature for 30 minutes. Then, benzyl bromide (0.9 g) was added, and the mixture was heated at 50° C. for 2 hours with stirring. The reaction mixture was cooled to room temperature, and poured into water for neutralization. The aqueous layer was extracted with dichloromethane. The crude product was purified by silica gel column chromatography to give the desired N-(2-chloro-5-pyridylmethyl)-N-methyl-N'-(1-benzylthio-2-nitrovinyl)ethylenediamine (0.3 g) having a melting point of 119° to 123° C.

후처리

  1. temperaturethe mixture was heated at 50° C. for 2 hours
  2. stirringwith stirring
  3. temperatureThe reaction mixture was cooled to room temperature
  4. extractionThe aqueous layer was extracted with dichloromethane
  5. customThe crude product was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-2db12852ffe449e7b7f82fe3549b03ab
출처 데이터셋
uspto-grants-1989_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04806553

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