Ammonium formate → HCID 86747129, 화합물

HRID 266463노트

반응식

HRID 266463 반응식
C([N:8]1[C:18](=[O:19])[C:17]2[C:12](=[CH:13][C:14]([O:20][CH2:21][CH2:22][O:23][CH2:24][CH2:25][O:26][CH3:27])=[CH:15][CH:16]=2)[S:9]1(=[O:11])=[O:10])C1C=CC=CC=1.C([O-])=O.[NH4+]>[Pd].CO>[NH4+:8].[CH3:27][O:26][CH2:25][CH2:24][O:23][CH2:22][CH2:21][O:20][C:14]1[CH:13]=[C:12]2[C:17]([C:18](=[O:19])[NH:8][S:9]2(=[O:11])=[O:10])=[CH:16][CH:15]=1

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 70051691HCID 70051691, 화합물

생성물 1

HCID 86747129HCID 86747129, 화합물

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A mixture of 2-benzyl-6-[2-(2-methoxyethoxy)-ethoxy]saccharin (2.05 g), methanol (75-100 mL), ammonium formate (1.10 g) and palladium on carbon (10%, 1.0 g) was heated under reflux for 40 minutes, allowed to cool and filtered. The filtrate was stripped of volatiles affording 6-[2-(2-methoxyethoxy)-ethoxy]saccharin ammonium salt, a mixture of which with chloromethyl phenyl sulfide (0.79 g) and dimethylformamide was heated for eight hours at 100° C., stirred overnight at room temperature, and poured into ice-water (600 mL). The resulting mixture was extracted with dichloromethane. The dichloromethane extract was washed with water and saturated aqueous sodium chloride solution, dried over sodium sulfate and stripped of dichloromethane. Column chromatography of the residue (1.70 g) on silica gel using dichloromethane-acetone (98:2) as eluant and again using dichloromethane-acetone (99:1) as eluant afforded 2-phenylthiomethyl-6-[2-(2-methoxyethoxy)-ethoxy]saccharin (0.96 g, 45% yield).

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 40 minutes
  3. temperatureto cool
  4. filtrationfiltered

출처 및 근거

ORD 기록
ord-52ac9e1165114bcf9947d7665d28de89
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05650422

반응 노트

불러오는 중…