Triethylamine → HCID 35177757, 화합물

HRID 1025373노트

반응식

HRID 1025373 반응식
CS[C:3]([S:13][CH3:14])=[C:4]([C:10](=O)[CH3:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6].C(O)(=O)C.[C:19]([NH2:27])(=[NH:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C(N(CC)CC)C>C(O)C>[CH3:11][C:10]1[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])=[C:3]([S:13][CH3:14])[N:27]=[C:19]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:26]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 4997384Butanoic acid, 2-[bis(methylthio)methylene]-3-oxo-, ethyl esterHCID 12238987Benzenecarboximidamide, monoacetate

생성물 1

HCID 35177757HCID 35177757, 화합물수율 60.7%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of ethyl 2-(bis(methylthio)methylene)-3-oxobutanoate (500 mg, 2 mmol) in ethanol was added benzamidine acetate (732 mg, 6 mmol) and triethyl amine (1.41 mL) and the reaction mixture was refluxed overnight. The reaction mixture was concentrated and partitioned between ethyl acetate and water and the organic layer washed with water and dried over Na2SO4 and the solvent evaporated in vacuum. The crude product was purified by column chromatography over silica gel using 1% ethyl acetate in petroleum ether as eluent to give the desired product (350 mg). 1H-NMR 400 Hz (CDCl3): δ 8.50 (d, J=7.6 Hz, 2H), 7.50-7.46 (m, 3H), 4.45 (q, J=7.2 Hz, 2H), 2.67 (s, 3H), 2.65 (s, 3H), 1.44 (t, J=7.2 Hz, 3H); MS m/z 288.7 (M+1).

후처리

  1. temperaturethe reaction mixture was refluxed overnight
  2. concentrationThe reaction mixture was concentrated
  3. custompartitioned between ethyl acetate and water
  4. washthe organic layer washed with water
  5. dry with materialdried over Na2SO4
  6. customthe solvent evaporated in vacuum
  7. customThe crude product was purified by column chromatography over silica gel using 1% ethyl acetate in petroleum ether as eluent

출처 및 근거

ORD 기록
ord-7d40435bd1c542b9b649610072e6016d
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08729079B2

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