반응식
CN(C)[CH:3]=[O:4].P(Cl)(Cl)(Cl)=[O:7].[CH3:11][N:12]1[CH:16]=[C:15]([NH:17][C:18]([CH2:28]C)=[C:19]([C:24](OC)=O)[C:20]([O:22][CH3:23])=[O:21])[CH:14]=[N:13]1.C[N+](C)=CCl.[Cl-]>ClC(Cl)C>[CH3:11][N:12]1[C:16]2[C:15](=[N:17][C:18]([C:28]([O:4][CH3:3])=[O:7])=[C:19]([C:20]([O:22][CH3:23])=[O:21])[CH:24]=2)[CH:14]=[N:13]1참가 물질
반응물 4
생성물 1
시약·촉매·용매 1
반응 조건
- 온도
- -5 °C
실험 절차
Dimethylformamide (7.4 mL, 0.096 mol) is dissolved in 125 mL dichloroethane and the mixture cooled to -5° C. in an acetone/ice bath. Phosphorous oxychloride (8.9 mL, 0.095 mol) is added-in one portion and the clear colorless solution is allowed to warm slowly to room temperature, gradually turning yellow. The unpurified dimethyl [(1-methylpyrazol-4-yl)amino]butenedicarboxylate is dissolved in 75 mL of dichloroethane and added to the chilled Vilsmeier reagent dropwise keeping the reaction temperature below 5° C. The mixture is allowed to warm slowly to room temperature over four hours, and then is heated to reflux for one hour. The mixture is concentrated to a solid which is chromatographed using 3:1 hexanes/ethyl acetate. The fractions containing the desired product are combined and concentrated to give the product as a white solid (16.93 g, 71.4%), melting point 148°-149° C.
후처리
- temperatureto warm slowly to room temperature
- customthe reaction temperature below 5° C
- temperatureto warm slowly to room temperature over four hours
- temperatureis heated
- temperatureto reflux for one hour
- concentrationThe mixture is concentrated to a solid which
- customis chromatographed
- additionThe fractions containing the desired product
- concentrationconcentrated
출처 및 근거
- ORD 기록
- ord-bda6a53387054af0b077e1d026b3e958
- 출처 데이터셋
- uspto-grants-1996_10
- 특허 번호
- US05563113
연결된 노트
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