Реакция #833509

ord-f859aa1b0d164cf7b4becbdc9bee7951

Уравнение реакции

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
Выход 99.7%

Растворители

Условия реакции

Температура
100°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ТемператураAfter cooling
  2. 2
    Фильтрацияthe precipitated product is filtered off
  3. 3
    Промывкаwashed with acetone
  4. 4
    Другоеdried
  5. 5
    ДругоеThe resulting dye is recrystallized from methanol/ethyl acetate

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07393366B2uspto-grants-2008_07