Carbonic acid sodium salt (1:2) → N-(2-methoxy-4-nitrophenyl)-N-(2-pyrid-2-ylethyl)amine

HRID 33090

反应方程式

HRID 33090 反应方程式
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[O:11][CH3:12].C(=O)([O-])[O-].[Na+].[Na+].CCN[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=1.C[N:29]1C(=O)C[CH2:31][CH2:30]1>O>[CH3:12][O:11][C:3]1[CH:4]=[C:5]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:7][C:2]=1[NH:29][CH2:30][CH2:31][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=1

参与物

6

反应物 4

HCID 10340Carbonic acid sodium salt (1:2)HCID 13387N-甲基吡咯烷酮HCID 705192-氯-5-硝基茴香醚HCID 118047452-(乙氨基)吡啶

产物 1

HCID 23104829N-(2-methoxy-4-nitrophenyl)-N-(2-pyrid-2-ylethyl)amine

试剂、催化剂与溶剂 1

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂

反应条件

温度
10 °C

实验过程

5.62 g (0.03 mol) of 2-chloro-5-nitroanisole, 4 g (0.038 mol) of sodium carbonate, 4.5 g (0.037 mol) of 2-(2-ethylamino)pyridine, and 25 ml of NMP were introduced into a three-necked flask under nitrogen. The mixture was heated to 10° C. After reaction for 6 days, the reaction mixture was cooled and 75 ml of distilled water were then added slowly with vigorous stirring. The nitro derivative appeared in the form of a brown semi-solid, and was extracted with dichloromethane and then purified on a column of silica, eluting with 2/3 ethyl acetate/heptane. 2.1 g of expected nitro derivative (9) were obtained in the form of an orange solid. The proton NMR and 13C spectra and microanalyses were in accordance with the expected structure of the product.

后处理

  1. customAfter reaction for 6 days
  2. temperaturethe reaction mixture was cooled
  3. extractionwas extracted with dichloromethane
  4. custompurified on a column of silica
  5. washeluting with 2/3 ethyl acetate/heptane

来源与证据

ORD记录
ord-4b2ff165892d44d880115ac6d39696f1
来源数据集
uspto-grants-2008_09
专利号
US07429278B2

关联笔记

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