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

HRID 2167433노트

반응식

HRID 2167433 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-eb2d938f3d7f4629b72988ad9b4ed62b
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09045465B1

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