反应 #1099222

ord-a304269a638741ba93dd4e40dffee50d

反应方程式

CCN(CCO)c1ccccc1
2-[ethyl(phenyl)amino]ethanol
O=S(=O)(O)O
sulphuric acid
O=N[O-].[Na+]
sodium nitrite
O=S(=O)(O)O
sulphuric acid
Nc1nc(Cl)c(C=O)s1
2-amino-4-chloro-1,3-thiazole-5-carbaldehyde
CCN(CCO)c1ccc(/N=N/c2nc(Cl)c(C=O)s2)cc1
4-chloro-2-((E)-{4-[ethyl(2-hydroxyethyl)amino]phenyl}-diazenyl)-1,3-thiazole-5-carbaldehyde

反应条件

温度
0°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.STIRRINGAfter stirring for another 2 hours at room temperature
  2. 2
    过滤the obtained precipitate was filtered off
  3. 3
    洗涤washed with water
  4. 4
    其他dried at 40° C. in vacuum

实验过程

1.3 g (18.56 mmol) sodium nitrite was added in small portions to 13.2 g conc. sulphuric acid and cooled to 0° C. and diluted with 4.8 ml propionic acid and 19.2 ml acetic acid. 3.0 g (18.45 mmol) 2-amino-4-chloro-1,3-thiazole-5-carbaldehyde were then added in small portions. The viscous reaction mixture was stirred for 2 hours at 0° C. This mixture was then added slowly to a solution of 3.2 g (18.56 mmol) 2-[ethyl(phenyl)amino]ethanol in 180 ml water, containing 6 ml sulphuric acid. After stirring for another 2 hours at room temperature, the obtained precipitate was filtered off, washed with water and dried at 40° C. in vacuum.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07977482B2uspto-grants-2011_07