Formamide → HCID 178484997、化合物

HRID 330099ノート

反応式

HRID 330099 の反応式
C(O[CH:4]([C:16](=O)[CH3:17])[CH2:5][S:6][CH2:7][CH2:8][NH:9][C:10]([NH:13][C:14]#[N:15])=[N:11][CH3:12])=O.C([O-])([O-])OC.[CH:24]([NH2:26])=O.C([O-])=O.[NH4+:30]>>[CH3:17][C:16]1[NH:26][CH:24]=[N:30][C:4]=1[CH2:5][S:6][CH2:7][CH2:8]/[N:9]=[C:10](/[NH:13][C:14]#[N:15])\[NH:11][CH3:12]

参加物

5

反応物 4

HCID 713FormamideHCID 2723923Ammonium formateHCID 14622764N-cyano-N'-[2-(2-formyloxy-3-oxobutylthio)ethyl]-N"-methylguanidineHCID 53629101Methylorthoformate

生成物 1

HCID 178484997HCID 178484997、化合物収率 56%

反応条件

温度
100 °C

実験手順

136 mg of N-{2-(2-formyloxy-3-oxobutylthio)ethyl}-N'-cyano-N"-methylguanidine and 530 mg of methyl orthoformate were dissolved in 2.5 m; of formamide, and 320 mg of ammonium formate was added. The mixture was stirred at 100° C. for 2 hours. Formamide was evaporated from the reaction mixture under reduced pressure. The residue was chromatographed on a column of silica gel (eluent: chloroform/methanol=4/1), and then recrystallized from isopropanol to give 71 mg (yield 56%) of the desired product (Cimetidine) as white crystals.

後処理

  1. customFormamide was evaporated from the reaction mixture under reduced pressure
  2. customThe residue was chromatographed on a column of silica gel (eluent: chloroform/methanol=4/1)
  3. customrecrystallized from isopropanol

出典と根拠

ORDレコード
ord-b225c7d67cd84417b6419f7f2d2468fc
出典データセット
uspto-grants-1990_01
特許番号
US04894475

反応ノート

読み込み中…