Hydrazinecarboxylic acid, ethyl ester → 6-Ethyl-5-(2-phenyl-benzoxazol-6-yl)-3,6-dihydro-[1.3.4]oxadiazin-2-one

HRID 1619961노트

반응식

HRID 1619961 반응식
[OH:1][CH:2]([CH2:20][CH3:21])[C:3]([C:5]1[CH:19]=[CH:18][C:8]2[N:9]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[O:11][C:7]=2[CH:6]=1)=O.[NH:22]([C:24](OCC)=[O:25])[NH2:23].[Na]>Cl.C(O)C>[CH2:20]([CH:2]1[O:1][C:24](=[O:25])[NH:22][N:23]=[C:3]1[C:5]1[CH:19]=[CH:18][C:8]2[N:9]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[O:11][C:7]=2[CH:6]=1)[CH3:21]

참가 물질

6

반응물 3

HCID 20064Hydrazinecarboxylic acid, ethyl esterHCID 5360545SodiumHCID 674627762-Hydroxy-1-(2-phenyl-benzoxazol-6-yl)-butan-1-one

생성물 1

HCID 674645236-Ethyl-5-(2-phenyl-benzoxazol-6-yl)-3,6-dihydro-[1.3.4]oxadiazin-2-one

시약·촉매·용매 2

HCID 313Hydrochloric Acid촉매HCID 702Ethanol용매3회

실험 절차

50 mg (178 μmol) 2-hydroxy-1-(2-phenyl-benzoxazol-6-yl)-butan-1-one are refluxed together with 20.36 mg (196 μmol) ethyl hydrazinoformate, 1 drop of 0.1N hydrochloric acid and 500 μl ethanol for 10 min, then the solvent is completely removed i. V. The residue is dissolved in 2 ml dry ethanol. 40 mg (1740 μmol) sodium are dissolved in 1.2 ml dry ethanol and added dropwise to the first solution, the mixture is stirred overnight at RT, then separated by RP-HPLC.

후처리

  1. additionadded dropwise to the first solution
  2. customseparated by RP-HPLC

출처 및 근거

ORD 기록
ord-b52039f514be4f0c96c55fe171f7369b
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08772323B2

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