Ethylene Glycol → Diethyl 2-methyl-4-(2-nitrophenyl)-6-ethylenedioxymethyl-1,4-dihydropyridine-3,5-dicarboxylate

HRID 1164628노트

반응식

HRID 1164628 반응식
C[C:2]1[NH:3][C:4]([CH:27]=O)=[C:5]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:6]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[N+:19]([O-:21])=[O:20])[C:7]=1[C:8]([O:10][CH2:11][CH3:12])=[O:9].[CH2:29]([OH:32])[CH2:30][OH:31].[C:33]1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[CH3:27][C:4]1[N:3]2[O:32][CH2:29][CH2:30][O:31][C:2]2=[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:6]([CH3:33])([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[N+:19]([O-:21])=[O:20])[C:5]=1[C:22]([O:24][CH2:25][CH3:26])=[O:23]

참가 물질

5

반응물 3

HCID 174Ethylene GlycolHCID 6101p-Toluenesulfonic acidHCID 13388352Diethyl 2-methyl-4-(2-nitrophenyl)-6-formyl-1,4-dihydropyridine-3,5-dicarboxylate

생성물 1

HCID 70071585Diethyl 2-methyl-4-(2-nitrophenyl)-6-ethylenedioxymethyl-1,4-dihydropyridine-3,5-dicarboxylate

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A mixture of diethyl 2-methyl-4-(2-nitrophenyl)-6-formyl-1,4-dihydropyridine-3,5-dicarboxylate (388.37 mg), ethylene glycol (186.21 mg) and p-toluenesulfonic acid (catalytic amount) in absolute benzene. (5 ml) was refluxed for 45 minutes under azeotropic dehydration. The reaction mixture was allowed to stand and washed twice with an aqueous solution of sodium bicarbonate. After removal of the solvent, the residue immediately turned into crystals. Thus obtained crystals were recrystallized from a mixture of ethanol and diisopropyl ether to give yellow pure crystals (0.32 g) of diethyl 2-methyl-4-(2-nitrophenyl)-6-ethylenedioxymethyl-1,4-dihydropyridine-3,5-dicarboxylate, m.p. 152° to 153.5° C.

후처리

  1. temperature(5 ml) was refluxed for 45 minutes under azeotropic dehydration
  2. washwashed twice with an aqueous solution of sodium bicarbonate
  3. customAfter removal of the solvent
  4. customThus obtained crystals were recrystallized from a mixture of ethanol and diisopropyl ether

출처 및 근거

ORD 기록
ord-decda16b652a4362abe16ddf4b377158
출처 데이터셋
uspto-grants-1983_01
특허 번호
US04370334

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