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二甲氨基甲酰氯 → 1-[2-(4-Cyanophenoxy)ethyl]-1-(2-hydroxyethyl)-3,3-dimethylurea

HRID 899128
笔记
打印预览

反应方程式

HRID 899128 反应方程式
[OH:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][O:7][C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=1.C(N(CC)CC)C.[CH3:23][N:24]([CH3:28])[C:25](Cl)=[O:26]>ClCCl.O>[C:12]([C:11]1[CH:10]=[CH:9][C:8]([O:7][CH2:6][CH2:5][N:4]([CH2:3][CH2:2][OH:1])[C:25]([N:24]([CH3:28])[CH3:23])=[O:26])=[CH:15][CH:14]=1)#[N:13]
参与物反应条件实验过程后处理来源与证据反应笔记

参与物

6

反应物 3

HCID 6598二甲氨基甲酰氯HCID 8471三乙胺HCID 690686254-{2-[(2-Hydroxyethyl)amino]ethoxy}benzonitrile

产物 1

HCID 690725741-[2-(4-Cyanophenoxy)ethyl]-1-(2-hydroxyethyl)-3,3-dimethylurea收率 89.4%

试剂、催化剂与溶剂 2

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂HCID 6344
二氯甲烷
溶剂

反应条件

温度
0 °C

实验过程

4-{2-[(2-Hydroxyethyl)amino]ethoxy}benzonitrile (5 g, 0.0242 mol; see Preparation C, step (ii) above) was taken in dry dichloromethane (50 mL) and cooled to 0° C. Triethylamine (4 mL, 0.03 mol), followed by N,N-dimethylcarbamoyl chloride (3.9 g, 0.03 mol), was added, and the reaction mixture was stirred at room temperature overnight. The reaction mixture was diluted with water and extracted with dichloromethane. The organic layer was washed with water and brine and dried over sodium sulfate. The solvent was evaporated under reduced pressure. Purification by column chromatography using dichloromethane in methanol yielded 6 g of the sub-title compound as pale yellow liquid.

后处理

  1. additionwas added
  2. extractionextracted with dichloromethane
  3. washThe organic layer was washed with water and brine
  4. dry with materialdried over sodium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customPurification by column chromatography

来源与证据

ORD记录
ord-fa403931ca324fb4b549ad25703d6412
来源数据集
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
专利号
US07354917B2

反应笔记

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本页导航参与物反应条件实验过程后处理来源与证据反应笔记