반응 #833508

ord-07e12ebad1c0464f8db6a0c195f5d008

반응 방정식

CN(C)c1ccc(N=Nc2nccs2)cc1
N,N-dimethyl-4-[1,3-thiazol-2-yldiazenyl]aniline
O=S1(=O)CCCCO1
butane sultone
CN(C)c1ccc(N=Nc2scc[n+]2CCCCS(=O)(=O)[O-])cc1
4-(2-{[4-(dimethylamino)phenyl]diazenyl}-1,3-thiazol-3-ium-3-yl)-1-butanesulfonate
수율 87.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도After cooling
  2. 2
    여과the precipitated product is filtered off
  3. 3
    세척washed with acetone
  4. 4
    기타dried
  5. 5
    기타The dye is recrystallized with methanol/ethyl acetate

실험 절차

8.5 g (36.6 mmol) of N,N-dimethyl-4-[1,3-thiazol-2-yldiazenyl]aniline are heated with 85 ml of butane sultone at 110° C. for 6 hours. After cooling, 200 ml of tetrahydrofuran are added to the reaction mixture and the precipitated product is filtered off, washed with acetone and dried. The dye is recrystallized with methanol/ethyl acetate. 11.8 g (87% of theory) of 4-(2-{[4-(dimethylamino)phenyl]diazenyl}-1,3-thiazol-3-ium-3-yl)-1-butanesulfonate are obtained as a dark blue power.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07393366B2uspto-grants-2008_07