Water → N-(1,3-diamino-1-oxo-3-thioxopropan-2-yl)-2,6-dimethylisonicotinamide

HRID 1771137ノート

反応式

HRID 1771137 の反応式
[NH2:1][C:2](=[O:17])[CH:3]([NH:6][C:7](=[O:16])[C:8]1[CH:13]=[C:12]([CH3:14])[N:11]=[C:10]([CH3:15])[CH:9]=1)[C:4]#[N:5].[H-].[SH2:19].[Na+].Cl.C(NCC)C.O>O.O1CCOCC1>[NH2:1][C:2](=[O:17])[CH:3]([NH:6][C:7](=[O:16])[C:8]1[CH:9]=[C:10]([CH3:15])[N:11]=[C:12]([CH3:14])[CH:13]=1)[C:4]([NH2:5])=[S:19]

参加物

6

反応物 4

HCID 962WaterHCID 10197650Diethylammonium chlorideHCID 71060853N-(2-amino-1-cyano-2-oxoethyl)-2,6-dimethylisonicotinamideHCID 86720088Sodium hydrogen sulfide hydride

生成物 1

HCID 86720087N-(1,3-diamino-1-oxo-3-thioxopropan-2-yl)-2,6-dimethylisonicotinamide収率 64%

試薬・触媒・溶媒 1

HCID 218864351,4-Dioxane--water (1/1)溶媒

反応条件

温度
60 °C

実験手順

A mixture of N-(2-amino-1-cyano-2-oxoethyl)-2,6-dimethylisonicotinamide (1.5 g, 0.00646 mol, 1 eq), sodium hydrogen sulfide hydride (1.05 g, 0.00646 mol, 3 eq) in water/1,4-dioxane, diethyl amine hydrochloride (1.0 g, 0.01939 mol, 3 eq) is stirred for 14 h at 60° C. After the completion of the reaction, the reaction mass is allowed to cool, water is added and extracted with ethyl acetate and dried over sodium sulfate. The solvent is evaporated and the crude is recrystallised in diethyl ether to afford 1.0 g of N-(1,3-diamino-1-oxo-3-thioxopropan-2-yl)-2,6-dimethylisonicotinamide; yield: 64%; MS (ESI+): 267;

後処理

  1. customAfter the completion of the reaction
  2. temperatureto cool
  3. extractionextracted with ethyl acetate
  4. dry with materialdried over sodium sulfate
  5. customThe solvent is evaporated
  6. customthe crude is recrystallised in diethyl ether

出典と根拠

ORDレコード
ord-f12e9637590c46fa805d716f0b27060a
出典データセット
uspto-grants-2016_02
特許番号
US09249114B2

反応ノート

読み込み中…