Formamide → N-cyano-N'-[2-(3-formylamino-2-oxobutylthio)ethyl]-N"-methylguanidine

HRID 477283ノート

反応式

HRID 477283 の反応式
Cl[CH:2]([C:14](=O)[CH3:15])[CH2:3][S:4][CH2:5][CH2:6][NH:7][C:8]([NH:11][C:12]#[N:13])=[N:9][CH3:10].C([O-])=[O:18].[NH4+].C([O-])([O-])OC.O.O.O.O.P([O-])([O-])(O)=O.[NH4+].[Na+].[CH:37]([NH2:39])=[O:38].C(=O)([O-])O.[Na+]>C(Cl)(Cl)Cl>[C:12]([NH:11][C:8]([NH:7][CH2:6][CH2:5][S:4][CH2:3][C:2](=[O:18])[CH:14]([NH:39][CH:37]=[O:38])[CH3:15])=[N:9][CH3:10])#[N:13]

参加物

8

反応物 6

HCID 713FormamideHCID 516892Sodium BicarbonateHCID 2723923Ammonium formateHCID 14153741N-[2-(2-chloro-3-oxobutylthio)ethyl]-N'-cyano-N"-methylguanidineHCID 53629101MethylorthoformateHCID 56924540Ammonium sodium phosphate tetrahydrate

生成物 1

HCID 14457222N-cyano-N'-[2-(3-formylamino-2-oxobutylthio)ethyl]-N"-methylguanidine収率 21%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

To 131 mg of N-[2-(2-chloro-3-oxobutylthio)ethyl]-N'-cyano-N"-methylguanidine, 320 mg of ammonium formate, 0.6 ml of methyl orthoformate and 209 mg of sodium ammonium hydrogenphosphate tetrahydrate were added 2.5 ml of formamide and 2.5 ml of chloroform, and the mixture was refluxed for 2 hours. Then, 420 mg of sodium hydrogencarbonate was added to the mixture and the solvent was removed under reduced pressure, and the obtained residue was refined by silica gel column chromatography (developing solvent: ethyl acetate/methanol=10/1) to obtain 28 mg of a colorless oily product (the yield was 21%).

後処理

  1. temperaturethe mixture was refluxed for 2 hours
  2. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-6cbe34cb52e84d88a1fca85832fe3e02
出典データセット
uspto-grants-1989_12
特許番号
US04886910

反応ノート

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