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Water → 2,2,2-Trichloroethyl (5-ethyl-1,3,4-oxadiazol-2-yl)carbamate

HRID 2262951
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HRID 2262951 반응식
[CH2:1]([C:3]1[O:7][C:6]([NH2:8])=[N:5][N:4]=1)[CH3:2].N1C=CC=CC=1.Cl[C:16]([O:18][CH2:19][C:20]([Cl:23])([Cl:22])[Cl:21])=[O:17].O>O1CCCC1>[CH2:1]([C:3]1[O:7][C:6]([NH:8][C:16](=[O:17])[O:18][CH2:19][C:20]([Cl:23])([Cl:22])[Cl:21])=[N:5][N:4]=1)[CH3:2]
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참가 물질

6

반응물 4

HCID 962WaterHCID 1049PyridineHCID 870632,2,2-Trichloroethyl chloroformateHCID 3434875-Ethyl-1,3,4-oxadiazol-2-amine

생성물 1

HCID 862451962,2,2-Trichloroethyl (5-ethyl-1,3,4-oxadiazol-2-yl)carbamate수율 29.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran
용매

실험 절차

To a solution of 5-ethyl-1,3,4-oxadiazol-2-ylamine (1.00 g, 8.84 mmol) and pyridine (2.10 ml, 26.5 mmol) in tetrahydrofuran (29 ml) was added, under ice-cooling, 2,2,2-trichloroethyl chloroformate (2.45 ml, 17.7 mmol), and the mixture was stirred at room temperature for 1.5 hour. Water was poured to the reaction mixture, and the resulting solution was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate) to give 763 mg (29.9%) of the desired product as a solid.

후처리

  1. temperaturecooling
  2. extractionthe resulting solution was extracted with ethyl acetate
  3. washThe extract was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (ethyl acetate)

출처 및 근거

ORD 기록
ord-117036cbd7cb450b90b6f7f025496883
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07851473B2

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