Cyanoacetamide → 5-Ethyl-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

HRID 1032995노트

반응식

HRID 1032995 반응식
[CH2:1]([CH:3]([C:6](=O)[CH3:7])[CH2:4]O)[CH3:2].[Na].[C:10]([CH2:12][C:13]([NH2:15])=[O:14])#[N:11].C([O-])(=O)C.[NH2+]1CCCCC1>O.C(O)(=O)C>[C:10]([C:12]1[C:13](=[O:14])[NH:15][C:1]([CH3:2])=[C:3]([CH2:6][CH3:7])[CH:4]=1)#[N:11]

참가 물질

7

반응물 4

HCID 7898CyanoacetamideHCID 2702992-Ethyl-3-oxobutanolHCID 3014295Piperidinium acetateHCID 5360545Sodium

생성물 1

HCID 102411095-Ethyl-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

Accordingly to the method described in J. Heterocyclic Chem., 24, 351 (1987), a mixture 2-ethyl-3-oxobutanol, sodium salt (37.5 g, 0.275 mol), cyanoacetamide (25.2 g, 0.30 mol), aqueous piperidinium acetate (22 mL) [prepared from glacial acetic acid (4.2 mL), water (10 mL) and piperidine (7.2 mL)] in water (775 ml) was refluxed for four hours. Glacial acetic acid (30 ml) was added cautiously (much foaming) as the product precipitated. Upon cooling to room temperature, the product was collected by filtration, washed with cold water and air dried to yield 22.3 g (50%), m.p. 237°-240° C.

후처리

  1. customprecipitated
  2. filtrationthe product was collected by filtration
  3. washwashed with cold water and air
  4. customdried
  5. customto yield 22.3 g (50%), m.p. 237°-240° C.

출처 및 근거

ORD 기록
ord-c602bf6ca4ee4f1e85995269cf1af67f
출처 데이터셋
uspto-grants-1994_05
특허 번호
US05308854

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