Acetic Acid → 3,4-Dimethoxycarbonyl-2-methoxy-5-nitro-6-phenylpyridine

HRID 37470

반응식

HRID 37470 반응식
Cl[C:2]1[C:7]([C:8]([O:10][CH2:11]C)=[O:9])=[C:6]([C:13]([O:15][CH2:16]C)=[O:14])[C:5]([N+:18]([O-:20])=[O:19])=[C:4]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[N:3]=1.C[O-].[Na+].[C:30](O)(=[O:32])C>CO>[CH3:11][O:10][C:8]([C:7]1[C:2]([O:32][CH3:30])=[N:3][C:4]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[C:5]([N+:18]([O-:20])=[O:19])[C:6]=1[C:13]([O:15][CH3:16])=[O:14])=[O:9]

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 10942334Sodium MethoxideHCID 199355872-Chloro-3,4-diethoxycarbonyl-5-nitro-6-phenylpyridine

생성물 1

HCID 199356183,4-Dimethoxycarbonyl-2-methoxy-5-nitro-6-phenylpyridine

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

In 25 ml of methanol was dissolved 1.2 g of 2-chloro-3,4-diethoxycarbonyl-5-nitro-6-phenylpyridine as obtained in Reference Example 18. To the solution was added 6.34 ml (2.0 eq.) of a solution of 1N sodium methoxide in methanol, and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was neutralized with 0.2 ml (1.1 eq.) of acetic acid, and the solvent was distilled off. Water was added to the residue, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous solution of sodium chloride and dried. The solvent was distilled off. The residue was purified by silica gel column chromatography (eluent:ethyl acetate). The resulting crystals were collected by filtration with hexane.

후처리

  1. customas obtained in Reference Example 18
  2. distillationthe solvent was distilled off
  3. additionWater was added to the residue
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe organic layer was washed with water
  6. dry with materiala saturated aqueous solution of sodium chloride and dried
  7. distillationThe solvent was distilled off
  8. customThe residue was purified by silica gel column chromatography (eluent:ethyl acetate)
  9. filtrationThe resulting crystals were collected by filtration with hexane

출처 및 근거

ORD 기록
ord-80287ea4dd174b418b35ca7cef4f89ef
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05420275

연결된 노트

불러오는 중…