反应 #833509

ord-f859aa1b0d164cf7b4becbdc9bee7951

反应方程式

CN(C)c1ccc(N=Nc2nccs2)cc1
N,N-dimethyl-4-[1,3-thiazol-2-yldiazenyl]aniline
O=S1(=O)CCCO1
1,3-propane sultone
C1CCOC1
tetrahydrofuran
CN(C)c1ccc(N=Nc2scc[n+]2CCCS(=O)(=O)[O-])cc1
3-(2-{[4-(dimethylamino)phenyl]diazenyl}-1,3-thiazol-3-ium-3-yl)-1-propanesulfonate
收率 99.7%

反应条件

温度
100°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度After cooling
  2. 2
    过滤the precipitated product is filtered off
  3. 3
    洗涤washed with acetone
  4. 4
    其他dried
  5. 5
    其他The resulting dye is recrystallized from methanol/ethyl acetate

实验过程

0.5 g (1.5 mmol) of N,N-dimethyl-4-[1,3-thiazol-2-yldiazenyl]aniline are dissolved in 1-methyl-2-pyrrolidinone (NMP), and 0.9 g (7.5 mmol) of 1,3-propane sultone is added. The reaction mixture is heated at, 100° C. for 4 hours. After cooling, 20 ml of tetrahydrofuran are added to the reaction mixture and the precipitated product is filtered off, washed with acetone and dried. The resulting dye is recrystallized from methanol/ethyl acetate. 0.53 g (45% of theory) of 3-(2-{[4-(dimethylamino)phenyl]diazenyl}-1,3-thiazol-3-ium-3-yl)-1-propanesulfonate is obtained as a dark blue powder.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07393366B2uspto-grants-2008_07