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

HRID 1086955
ノート
印刷プレビュー

反応式

HRID 1086955 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

HCID 143064826-Fluoro-5-isocyanato-3-propargyl-2-benzothiazolone収率 119.5%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d270535522644c6989b460e6755a2f46
出典データセット
uspto-grants-1991_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05034051

反応ノート

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