Formaldehyde → 5-dimethylaminomethyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-one hydrochloride

HRID 1728920노트

반응식

HRID 1728920 반응식
[ClH:1].[CH3:2][NH:3][CH3:4].[CH2:5]=O.[S:7]1[C:11]2[S:12][CH2:13][CH2:14][C:15](=[O:16])[C:10]=2[CH:9]=[CH:8]1>C(OC(=O)C)(=O)C>[ClH:1].[CH3:2][N:3]([CH2:5][CH:14]1[CH2:13][S:12][C:11]2[S:7][CH:8]=[CH:9][C:10]=2[C:15]1=[O:16])[CH3:4]

참가 물질

5

반응물 3

HCID 712FormaldehydeHCID 10473Dimethylamine, hydrochlorideHCID 110302745,6-Dihydro-4H-thieno[2,3-b]thiopyran-4-one

생성물 1

HCID 126753075-dimethylaminomethyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-one hydrochloride수율 69.3%

시약·촉매·용매 1

HCID 7918Acetic Anhydride용매

반응 조건

온도
70 °C

실험 절차

A mixture of 18 g of dimethylamine hydrochloride and 18 g of 37% formalin is stirred for 30 minutes and the temperature of the mixture is raised to 70° C. To the mixture is added 80 ml of acetic anhydride dropwise for 20 minutes at 70°-80° C. and kept for about 20 minutes at the same temperature. To the mixture is added 32.6 g of 5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-one. The mixture is kept for 4 hours at the same temperature and then the solvent is distilled off under reduced pressure. To the residue is added acetone, and the precipitated crystals are collected by filtration and recrystallized from a mixed solvent of ethanol and isopropyl ether to give 35 g of 5-dimethylaminomethyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-one hydrochloride as white crystals, melting at 163°-166° C.

후처리

  1. waitkept for about 20 minutes at the same temperature
  2. waitThe mixture is kept for 4 hours at the same temperature
  3. distillationthe solvent is distilled off under reduced pressure
  4. additionTo the residue is added acetone
  5. filtrationthe precipitated crystals are collected by filtration
  6. customrecrystallized from a mixed solvent of ethanol and isopropyl ether

출처 및 근거

ORD 기록
ord-8dd91ade7da445c18d966d4554b5290d
출처 데이터셋
uspto-grants-1994_07
특허 번호
US05329016

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