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

HRID 1771137노트

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HRID 1771137 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

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

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온도
60 °C

실험 절차

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;

후처리

  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

출처 및 근거

ORD 기록
ord-f12e9637590c46fa805d716f0b27060a
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09249114B2

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