홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Ethyl nitroacetate → 5-Nitro-2-phenylpyrimidin-4(3H)-one

HRID 1740844
노트
인쇄 미리보기

반응식

HRID 1740844 반응식
C[O-].[Na+].Cl.[C:5]([NH2:13])(=[NH:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.CN([CH:17]=[C:18]([N+:24]([O-:26])=[O:25])[C:19](OCC)=[O:20])C.[N+](CC(OCC)=O)([O-])=O.COC(OC)N(C)C>C(O)C>[N+:24]([C:18]1[C:19](=[O:20])[NH:12][C:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)=[N:13][CH:17]=1)([O-:26])=[O:25]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 69379Ethyl nitroacetateHCID 78373Dimethylformamide dimethyl acetalHCID 80289Benzamidine, hydrochlorideHCID 10942334Sodium MethoxideHCID 54330941ethyl 2-(N,N-dimethylaminomethylene)nitroacetate

생성물 1

HCID 135216835-Nitro-2-phenylpyrimidin-4(3H)-one수율 43.3%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
0 °C

실험 절차

To a mixture of sodium methoxide (8 g) and anhydrous ethanol (100 ml) is added benzamidine hydrochloride (11.7 g) at 0° C. The mixture is stirred at 0° C. for 30 minutes, and thereto is added dropwise a solution of crude ethyl 2-(N,N-dimethylaminomethylene)nitroacetate (14 g), which is obtained by refluxing a mixture of ethyl nitroacetate (10 g) and N,N-dimethylformamide dimethyl acetal (10.7 g) for three hours, followed by concentrating the mixture under reduced pressure, in anhydrous ethanol (50 ml) at the same temperature. After addition, the mixture is stirred at room temperature for 30 minutes, and refluxed for 12 hours. The reaction mixture is concentrated under reduced pressure, and water (150 ml) is added to the residue. The pH value of the mixture is adjusted to pH 4 by addition of conc. hydrochloric acid while the mixture is stirred at 0° C. The precipitates are collected by filtration, washed with water, and recrystallized from ethanol to give the desired compound (7 g), m.p. 264-266° C.

후처리

  1. customwhich is obtained
  2. temperatureby refluxing
  3. concentrationby concentrating the mixture under reduced pressure
  4. additionAfter addition
  5. stirringthe mixture is stirred at room temperature for 30 minutes
  6. temperaturerefluxed for 12 hours
  7. concentrationThe reaction mixture is concentrated under reduced pressure, and water (150 ml)
  8. additionis added to the residue
  9. additionThe pH value of the mixture is adjusted to pH 4 by addition of conc. hydrochloric acid while the mixture
  10. stirringis stirred at 0° C
  11. filtrationThe precipitates are collected by filtration
  12. washwashed with water
  13. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-34065f3319bd45eab79776388899e68c
출처 데이터셋
uspto-grants-1999_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05972946

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트