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

HRID 1619961ノート

反応式

HRID 1619961 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid触媒HCID 702Ethanol溶媒3 回

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-b52039f514be4f0c96c55fe171f7369b
出典データセット
uspto-grants-2014_07
特許番号
US08772323B2

反応ノート

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