2-氯乙酰乙酸乙酯 → 5-chloro-6-methyl-1H-pyrimidin-4-one

HRID 745436

反应方程式

HRID 745436 反应方程式
[Cl:1][CH:2]([C:8]([CH3:10])=O)[C:3](OCC)=[O:4].COC1C=CC([C:17]([NH2:19])=[NH:18])=CC=1>C(Cl)(Cl)Cl>[Cl:1][C:2]1[C:8]([CH3:10])=[N:18][CH:17]=[N:19][C:3]=1[OH:4]

参与物

4

反应物 2

HCID 118582-氯乙酰乙酸乙酯HCID 2290744-METHOXYBENZAMIDINE

产物 1

HCID 1784332125-chloro-6-methyl-1H-pyrimidin-4-one收率 37.2%

试剂、催化剂与溶剂 1

HCID 6212三氯甲烷溶剂2 次

实验过程

Under N2, a solution of ethyl 2-chloroacetoacetate (1.8 ml, d=1.15, 0.013 mol) in CHCl3 (50 ml) was added dropwise to a solution 4-methoxybenzamidine (3.9 g, 0.026 mol) in CHCl3 (100 ml). After stirring overnight, the reaction mixture was filtered and the filtrate was washed with dilute NaOH solution. The aqueous layer was extracted with CH2Cl2 (3×) and the organic layer was dried, filtered and concentrated to dryness. The residue was chromatographed on silica gel and the product was eluted with 2% CH3OH-CHCl3 (v/v) to yield 0.7 g (22%) of product m.p. 250°-251° C.

后处理

  1. filtrationthe reaction mixture was filtered
  2. washthe filtrate was washed with dilute NaOH solution
  3. extractionThe aqueous layer was extracted with CH2Cl2 (3×)
  4. customthe organic layer was dried
  5. filtrationfiltered
  6. concentrationconcentrated to dryness
  7. customThe residue was chromatographed on silica gel
  8. washthe product was eluted with 2% CH3OH-CHCl3 (v/v)

来源与证据

ORD记录
ord-467a2c405e6b411cb6e2def6ef2ec4b7
来源数据集
uspto-grants-1986_07
专利号
US04598149

关联笔记

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