HCID 5399175、化合物 → HCID 13318208、化合物

HRID 485309ノート

反応式

HRID 485309 の反応式
[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]

参加物

4

反応物 2

HCID 5399175HCID 5399175、化合物HCID 12946261HCID 12946261、化合物

生成物 1

HCID 13318208HCID 13318208、化合物収率 18.5%

試薬・触媒・溶媒 1

HCID 21978327HCID 21978327、化合物溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-27573d4aca264045b6caa6a922f0305c
出典データセット
uspto-grants-1985_08
特許番号
US04536504

反応ノート

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