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

Acetic Acid → 1-Methyl-3-(5-nitrofuran-2-yl)-1H-pyrazole-4-carbonitrile

HRID 839219
노트
인쇄 미리보기

반응식

HRID 839219 반응식
[N+:1]([C:4]1[O:8][C:7]([C:9]2[C:13]([C:14]#[N:15])=[CH:12][NH:11][N:10]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[H-].[Na+].CI.[C:20](O)(=O)C>CN(C)C=O.O>[CH3:20][N:11]1[CH:12]=[C:13]([C:14]#[N:15])[C:9]([C:7]2[O:8][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)=[N:10]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 1785104403-(5-nitro-2-furyl)-1H-pyrazole-4-carbonitrile

생성물 1

HCID 203260431-Methyl-3-(5-nitrofuran-2-yl)-1H-pyrazole-4-carbonitrile수율 57%

시약·촉매·용매 2

HCID 962Water
용매
HCID 6228Dimethylformamide용매2회

실험 절차

Add 15.4 g of 3-(5-nitro-2-furyl)-1H-pyrazole-4-carbonitrile portionwise to a suspension of 2.5 g of sodium hydride (80% in liquid paraffin) in 90 ml of dimethylformamide while stirring and under nitrogen at from -2° C to -5° C. Stir the thus-obtained reaction mixture for 30 minutes and then add dropwise thereto a solution of 11.8 g of methyl iodide in 20 ml of dimethylformamide. After stirring for 30 minutes, admix therewith 0.6 g of glacial acetic acid and stir the resulting solution into 220 g of ice and water. Remove formed precipitate by vacuum filtration and recrystallize residue twice from dimethylformamide and water. Dry the residue in vacuo. Recrystallize the resulting 13.5 g of product three more times from dimethylformamide and water to obtain a 57% yield of 1-methyl-3-(5-nitro-2-furyl)pyrazole-4-carbonitrile [m.p. 176.5° to 177.5° C].

후처리

  1. stirringStir
  2. customthe thus-obtained reaction mixture for 30 minutes
  3. additionadd dropwise
  4. stirringAfter stirring for 30 minutes
  5. customRemove
  6. customformed precipitate
  7. filtrationby vacuum filtration
  8. customrecrystallize residue twice from dimethylformamide and water
  9. customDry the residue in vacuo
  10. customRecrystallize the resulting 13.5 g of product three more times from dimethylformamide and water

출처 및 근거

ORD 기록
ord-f9287ec750a7468bb14e4d5c08189f6d
출처 데이터셋
uspto-grants-1978_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04093812

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트