(Chlorothio)formyl chloride → Methyl 2-chloro-3-(1,3,4-oxathiazolin-2-on-5-yl)-4-methylsulfonylbenzoate

HRID 2167433ノート

反応式

HRID 2167433 の反応式
Cl[C:2]([S:4]Cl)=[O:3].[NH2:6][C:7]([C:9]1[C:10]([Cl:23])=[C:11]([CH:16]=[CH:17][C:18]=1[S:19]([CH3:22])(=[O:21])=[O:20])[C:12]([O:14][CH3:15])=[O:13])=[O:8]>C1(C)C=CC=CC=1>[Cl:23][C:10]1[C:9]([C:7]2[O:8][C:2](=[O:3])[S:4][N:6]=2)=[C:18]([S:19]([CH3:22])(=[O:20])=[O:21])[CH:17]=[CH:16][C:11]=1[C:12]([O:14][CH3:15])=[O:13]

参加物

4

反応物 2

HCID 75990(Chlorothio)formyl chlorideHCID 22114953Methyl 3-aminocarbonyl-2-chloro-4-methylsulfonylbenzoate

生成物 1

HCID 22114911Methyl 2-chloro-3-(1,3,4-oxathiazolin-2-on-5-yl)-4-methylsulfonylbenzoate

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

9.80 g (75 mmol) of chlorocarbonylsulfenyl chloride were added dropwise to a solution of 4.37 g (15 mmol) of methyl 3-aminocarbonyl-2-chloro-4-methylsulfonylbenzoate in 150 ml of dry toluene. After the mixture had been stirred for 48 hours under reflux, the solvent was removed in vacuo and the residue was chromatographed on silica gel (eluent: ethyl acetate/cyclohexane=1/1). This gave 3.70 g (70% of theory) of methyl 2-chloro-3-(1,3,4-oxathiazolin-2-on-5-yl)-4-methylsulfonylbenzoate.

後処理

  1. temperatureunder reflux
  2. customthe solvent was removed in vacuo
  3. customthe residue was chromatographed on silica gel (eluent: ethyl acetate/cyclohexane=1/1)

出典と根拠

ORDレコード
ord-eb2d938f3d7f4629b72988ad9b4ed62b
出典データセット
uspto-grants-2015_06
特許番号
US09045465B1

反応ノート

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