Dicyclohexylcarbodiimide → HCID 178451273, 화합물

HRID 358557노트

반응식

HRID 358557 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8]C(N)=S)=[CH:4][N:3]=1.[C:12]([O:16][C:17](=[O:20])[CH2:18][NH2:19])([CH3:15])([CH3:14])[CH3:13].[CH:21]1([N:27]=C=NC2CCCCC2)CCCCC1>C(OCC)(=O)C.ClCCl>[Cl:1][C:2]1[C:7]([C:21](=[NH:27])[NH:19][CH2:18][C:17]([O:16][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:20])=[CH:6][C:5]([NH2:8])=[CH:4][N:3]=1

참가 물질

6

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 151417Glycine tert-butyl esterHCID 47003394N-(6-Chloropyridin-3-yl)thiourea

생성물 1

HCID 178451273HCID 178451273, 화합물수율 36%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of 1.2 g (6.4 mmol) of 2-chloro-5pyridylthiourea, 1 g (7.68 mmol) of glycine tert-butyl ester and 1.45 g (7.04 mmol) of dicyclohexylcarbodiimide in 30 ml of ethyl acetate is heated for 2.5 hr at 60° C. The dicyclohexylthiourea precipitate formed is eliminated by filtration. The filtrate is concentrated to dryness The product obtained is taken up in 20 ml of dichloromethane and then extracted with a 0.25 N aqueous hydrochloric acid solution (4 × 30 ml). The acid solution is then neutralized with a 1 N sodium hydroxide solution, and thereafter is extracted with dichloromethane (3× 20 ml), thus permitting 0.65 g (yield 36%) of tert-butyl N-[2-chloro-5-aminopyridyl(imino)methyl]-2-aminoethanoate to be obtained in the form of an oil.

후처리

  1. customThe dicyclohexylthiourea precipitate
  2. customformed
  3. filtrationis eliminated by filtration
  4. concentrationThe filtrate is concentrated to dryness The product
  5. customobtained
  6. extractionextracted with a 0.25 N aqueous hydrochloric acid solution (4 × 30 ml)
  7. extractionis extracted with dichloromethane (3× 20 ml)

출처 및 근거

ORD 기록
ord-7a7633551c794599858e8b35d9ef8166
출처 데이터셋
uspto-grants-1991_03
특허 번호
US04997667

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