HCID 5399175, 화합물 → HCID 13318208, 화합물

HRID 485309노트

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HRID 485309 반응식
[F:1][C:2]1([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:7]([O:8]C(=O)C)[NH:6][C:5](=[O:12])[NH:4][C:3]1=[O:13].[CH3:19][C:20]1[O:27][C:23](/[CH:24]=[N:25]\O)=[CH:22][CH:21]=1>N1C=CC=CC=1.CC(C)=O>[F:1][C:2]1([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:7]([O:8]/[N:25]=[CH:24]\[C:23]2[O:27][C:20]([CH3:19])=[CH:21][CH:22]=2)[NH:6][C:5](=[O:12])[NH:4][C:3]1=[O:13]

참가 물질

4

반응물 2

HCID 5399175HCID 5399175, 화합물HCID 12946261HCID 12946261, 화합물

생성물 1

HCID 13318208HCID 13318208, 화합물수율 18.5%

시약·촉매·용매 1

HCID 21978327HCID 21978327, 화합물용매

실험 절차

In 75 ml of pyridine-acetone (pyridine:acetone=2:1) were dissolved 20 g (76 mmol) of ethyl 5-fluoro-6-acetoxy-1,2,3,4,5,6-hexahydro-2,4-dioxopyrimidine-5-carboxylate and 11.4 g (91 mol) of (Z)-5-methylfurfuraldoxime, and the solution was stirred at room temperature for 4 days. The reaction solution was concentrated under reduced pressure, and the residue was treated with water. Crystals precipitated were collected by filtration and washed with water. The crystals were dried under reduced pressure and dissolved in acetone, and insoluble matters were filtered off. The filtrate was concentrated, and the residue was chromatographed on silica gel with chloroform-acetone (7:1), followed by recrystallization from ethyl acetate-hexane to yield 4.6 g of ethyl 5-fluoro-6-[(Z)5-methylfurfurylideneaminooxy]-1,2,3,4,5,6-hexahydro-2,4-dioxopyrimidine-5-carboxylate. m.p. 163°-164° C.

후처리

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. additionthe residue was treated with water
  3. customCrystals precipitated
  4. filtrationwere collected by filtration
  5. washwashed with water
  6. customThe crystals were dried under reduced pressure
  7. dissolutiondissolved in acetone
  8. filtrationinsoluble matters were filtered off
  9. concentrationThe filtrate was concentrated
  10. customthe residue was chromatographed on silica gel with chloroform-acetone (7:1)
  11. customfollowed by recrystallization from ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-27573d4aca264045b6caa6a922f0305c
출처 데이터셋
uspto-grants-1985_08
특허 번호
US04536504

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