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

HRID 1276124노트

반응식

HRID 1276124 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-methylsulfonylbenzoate수율 70.5%

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. The mixture was stirred under reflux for 48 hours, and the solvent was then removed under reduced pressure and the residue was chromatographed over silica gel (eluent: ethyl acetate/cyclohexane=1/1). 3.70 g (70% of theory) of methyl 2-chloro-3-(1,3,4-oxathiazolin-2-on-5-yl)-4-methylsulfonylbenzoate were obtained.

후처리

  1. temperatureunder reflux for 48 hours
  2. customthe solvent was then removed under reduced pressure
  3. customthe residue was chromatographed over silica gel (eluent: ethyl acetate/cyclohexane=1/1)

출처 및 근거

ORD 기록
ord-3f782baec5834626a2c3e22c868db154
출처 데이터셋
uspto-grants-2000_12
특허 번호
US06165944

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