تفاعل #833509

ord-f859aa1b0d164cf7b4becbdc9bee7951

معادلة التفاعل

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
المردود 99.7%

المذيبات

ظروف التفاعل

درجة الحرارة
100°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةAfter cooling
  2. 2
    ترشيحthe precipitated product is filtered off
  3. 3
    غسيلwashed with acetone
  4. 4
    أخرىdried
  5. 5
    أخرىThe resulting dye is recrystallized from methanol/ethyl acetate

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07393366B2uspto-grants-2008_07