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Diphosgene → 6-Fluoro-5-isocyanato-3-propargyl-2-benzothiazolone

HRID 1086955
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HRID 1086955 반응식
[NH2:1][C:2]1[C:3]([F:15])=[CH:4][C:5]2[S:9][C:8](=[O:10])[N:7]([CH2:11][C:12]#[CH:13])[C:6]=2[CH:14]=1.[C:16](Cl)(=O)[O:17]C(Cl)(Cl)Cl>O1CCOCC1>[F:15][C:3]1[C:2]([N:1]=[C:16]=[O:17])=[CH:14][C:6]2[N:7]([CH2:11][C:12]#[CH:13])[C:8](=[O:10])[S:9][C:5]=2[CH:4]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 10426DiphosgeneHCID 139609955-Amino-6-fluoro-3-(prop-2-yn-1-yl)-1,3-benzothiazol-2(3H)-one

생성물 1

HCID 143064826-Fluoro-5-isocyanato-3-propargyl-2-benzothiazolone수율 119.5%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

To a solution consisting of 3.2 g of 5-amino-6-fluoro-3-propargyl-2-benzothiazolone and 50 g of dioxane were dropwise added 2.4 g of trichloromethyl chlorocarbonate at a temperature in the range of from 5° to 15° C. and the resulting mixture was heated under reflux for six hours. A residue was obtained by distilling off the low-boiling material from the mixture under reduced pressure, and it was dissolved in 150 ml of dried toluene and filtered. From the resulting filtrate toluene was distilled off to obtain 3.6 g of 6-fluoro-5-isocyanato-3-propargyl-2-benzothiazolone having a melting point in the range from 134° to 135° C.

후처리

  1. customof from 5° to 15° C.
  2. temperaturethe resulting mixture was heated
  3. temperatureunder reflux for six hours
  4. customA residue was obtained
  5. distillationby distilling off the low-boiling material from the mixture under reduced pressure, and it
  6. dissolutionwas dissolved in 150 ml of dried toluene
  7. filtrationfiltered
  8. distillationFrom the resulting filtrate toluene was distilled off

출처 및 근거

ORD 기록
ord-d270535522644c6989b460e6755a2f46
출처 데이터셋
uspto-grants-1991_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05034051

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