Hydrochloric Acid → Ethyl 5-(aminomethyl)-1,3,4-oxadiazole-2-carboxylate

HRID 966423노트

반응식

HRID 966423 반응식
C(OC([NH:8][CH2:9][C:10]1[O:14][C:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[N:12][N:11]=1)=O)(C)(C)C.Cl>O1CCOCC1>[NH2:8][CH2:9][C:10]1[O:14][C:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[N:12][N:11]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 10084542Ethyl 5-(((tert-butoxycarbonyl)amino)methyl)-1,3,4-oxadiazole-2-carboxylate2회

생성물 1

HCID 11378755Ethyl 5-(aminomethyl)-1,3,4-oxadiazole-2-carboxylate수율 93.5%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

In an alternative procedure, compound 8 (33.3 g, 0.12 mol) is added portionwise to a 0° C. commercially available solution of hydrogen chloride in 1,4-dioxan (Aldrich, 4 M, 750 ml.) Compound 8 slowly dissolves to afford a clear yellow solution. After stirring for approximately 30 minutes, the reaction mixture turns cloudy. The starting material is consumed in about two hours, as determined by TLC on silica using methylene chloride:ethyl acetate (9:1) as the eluent. The reaction mixture is filtered and a colorless solid product is obtained. The solid is washed exhaustively with ether (1L) to afford 19.2 g (76%) of compound 9.

후처리

  1. dissolutionslowly dissolves
  2. customto afford a clear yellow solution
  3. customThe starting material is consumed in about two hours
  4. filtrationThe reaction mixture is filtered
  5. customa colorless solid product is obtained
  6. washThe solid is washed exhaustively with ether (1L)

출처 및 근거

ORD 기록
ord-61b94a6a7cc143f9afa0120c24b9b904
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06951946B2

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