反応 #833509

ord-f859aa1b0d164cf7b4becbdc9bee7951

反応方程式

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
収率 99.7%

反応条件

温度
100°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

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

実験手順

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.

出典

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