Methyl Ethyl Ketone → O-Naphthalen-2-yl (3-methoxyphenyl)methylcarbamothioate

HRID 1583230노트

반응식

HRID 1583230 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:9]([CH3:13])[C:10](Cl)=[S:11])[CH:6]=[CH:7][CH:8]=1.[CH:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][C:15]=1[OH:24].C(=O)([O-])[O-].[K+].[K+].C(C(C)=O)C>O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:9]([CH3:13])[C:10](=[S:11])[O:24][C:15]2[CH:16]=[CH:17][C:18]3[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:14]=2)[CH:6]=[CH:7][CH:8]=1

참가 물질

6

반응물 4

HCID 6569Methyl Ethyl KetoneHCID 86632-NaphtholHCID 11430Potassium CarbonateHCID 2759692N-(3-methoxyphenyl)-N-methylcarbamothioyl chloride

생성물 1

HCID 184882O-Naphthalen-2-yl (3-methoxyphenyl)methylcarbamothioate수율 48.4%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

2.00 g of N-(3-methoxyphenyl)-N-methylthiocarbamoyl chloride, 1.44 g of β-naphthol and 1.66 g of anhydrous potassium carbonate were added to 50 ml of methyl ethyl ketone and heated to reflux for 15 hours. The reaction mixture was poured into water after it was cooled to room temperature and the products were extracted with benzene. The benzene solution was subsequently washed with water and aqueous saturated sodium chloride solution and then benzene was removed by distillation under reduced pressure after drying over anhydrous Magnesium sulfate. The residue was purified by the column chromatography (eluted with benzene on a silica gel) to give 1.45 g of O-2-naphthyl N-(3-methoxyphenyl)-N-methylthiocarbamate in crystalls (Yield: 45%). A part of the crystals was recrystallized from ethanol. Colorless crystalls having melting point of 93° to 94° C. were obtained.

후처리

  1. temperatureheated
  2. temperatureto reflux for 15 hours
  3. extractionthe products were extracted with benzene
  4. washThe benzene solution was subsequently washed with water and aqueous saturated sodium chloride solution
  5. custombenzene was removed by distillation under reduced pressure
  6. dry with materialafter drying over anhydrous Magnesium sulfate
  7. customThe residue was purified by the column chromatography (
  8. washeluted with benzene on a silica gel)

출처 및 근거

ORD 기록
ord-d6949dcf117b49949f0c6fa219d26a5b
출처 데이터셋
uspto-grants-1985_11
특허 번호
US04551169

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