Formic Acid → Ethyl 2-(2-aminothiazol-4-yl)-2-allyloxyiminoacetate

HRID 27263

반응식

HRID 27263 반응식
C([NH:20][C:21]1[S:22][CH:23]=[C:24]([C:26](=[N:32][O:33][CH2:34][CH:35]=[CH2:36])[C:27]([O:29][CH2:30][CH3:31])=[O:28])[N:25]=1)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C(O)=O>O1CCCC1>[NH2:20][C:21]1[S:22][CH:23]=[C:24]([C:26](=[N:32][O:33][CH2:34][CH:35]=[CH2:36])[C:27]([O:29][CH2:30][CH3:31])=[O:28])[N:25]=1

참가 물질

4

반응물 2

HCID 284Formic AcidHCID 54525939Ethyl 2-(2-tritylaminothiazol-4-yl)-2-allyloxyiminoacetate

생성물 1

HCID 54209614Ethyl 2-(2-aminothiazol-4-yl)-2-allyloxyiminoacetate수율 82.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of ethyl 2-(2-tritylaminothiazol-4-yl)-2-allyloxyiminoacetate (syn isomer, 8.7 g), 50% formic acid (42.5 ml) and tetrahydrofuran (42.5 ml) was stirred at 60° C. for 40 minutes. After concentrating the resultant solution in vacuo, the residue was dissolved in ethyl acetate, washed with an aqueous solution of sodium bicarbonate and a saturated aqueous solution of sodium chloride in turn, and dried over magnesium sulfate. After concentrating the resultant solution in vacuo, the residue was subjected to column chromatography on silica gel with benzene and ethyl acetate in turn, to give ethyl 2-(2-aminothiazol-4-yl)-2-allyloxyiminoacetate (syn isomer, 3.7 g), mp. 102° to 104° C.

후처리

  1. concentrationAfter concentrating the resultant solution in vacuo
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washwashed with an aqueous solution of sodium bicarbonate
  4. dry with materiala saturated aqueous solution of sodium chloride in turn, and dried over magnesium sulfate
  5. concentrationAfter concentrating the resultant solution in vacuo

출처 및 근거

ORD 기록
ord-d14356388db74f24bf1b93ce184f6b67
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04220761

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