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Acetic Acid → 6,7-Dihydro-6-p-methoxybenzylthiO-5H-pyrrolo[2,1-c]-1,2,4-triazole

HRID 1089982
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HRID 1089982 반응식
C(O[C:4]1[CH2:8][CH:7]([S:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)[CH2:6][N:5]=1)C.[CH:19]([NH:21][NH2:22])=O.C(O)(=O)C.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C.C(OCC)(=O)C>[CH3:18][O:17][C:14]1[CH:13]=[CH:12][C:11]([CH2:10][S:9][CH:7]2[CH2:6][N:5]3[C:4](=[N:22][N:21]=[CH:19]3)[CH2:8]2)=[CH:16][CH:15]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 10340Sodium CarbonateHCID 12229Hydrazinecarboxaldehyde2회HCID 104680652-Ethoxy-4-p-methoxybenzylthio-1-pyroline

생성물 1

HCID 199785606,7-Dihydro-6-p-methoxybenzylthiO-5H-pyrrolo[2,1-c]-1,2,4-triazole

시약·촉매·용매 2

HCID 702Ethanol
용매
HCID 8857Ethyl Acetate용매

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온도
80 °C

실험 절차

To a solution of 2-ethoxy-4-p-methoxybenzylthio-1-pyrroline (1.06 g) in ethanol (50 ml) there was added 0.36 g of formylhydrazine and heated to 80° C. under argon atmosphere while stirring. After 1.5 hours, 0.24 g of formylhydrazine was further added and stirred under heating for 30 minutes at the same temperature. Then, 0.6 g of acetic acid was added, stirred for 30 minutes at that temperature and then cooled to room temperature. To the cooled product were added ethyl acetate and 5% aqueous solution of sodium carbonate to distribute the product between these two liquids. The resulting organic phase was washed with saturated NaCl aqueous solution, dried over Na2SO4 and distilled off the solvent under reduced pressure to obtain the objective product.

후처리

  1. stirringstirred
  2. temperatureunder heating for 30 minutes at the same temperature
  3. stirringstirred for 30 minutes at that temperature
  4. temperaturecooled to room temperature
  5. washThe resulting organic phase was washed with saturated NaCl aqueous solution
  6. dry with materialdried over Na2SO4
  7. distillationdistilled off the solvent under reduced pressure
  8. customto obtain the objective product

출처 및 근거

ORD 기록
ord-ac2b014234cc4c20a581363d77397680
출처 데이터셋
uspto-grants-1992_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05079357

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