Water → 2-Aminocarbonyloxymethyl-6-methyl-4-(3-nitrophenyl)-3-ethoxycarbonyl-5-(beta-ethoxyethoxy)carbonyl-1,4-dihydropyridine

HRID 1995439노트

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HRID 1995439 반응식
[OH:1][CH2:2][C:3]1[NH:4][C:5]([CH3:31])=[C:6]([C:23]([O:25][CH2:26][CH2:27][O:28][CH2:29][CH3:30])=[O:24])[CH:7]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)[C:8]=1[C:9]([O:11][CH2:12][CH3:13])=[O:10].ClS([N:36]=[C:37]=[O:38])(=O)=O.O.C(OC(C)C)(C)C.CCCCCC>C1C=CC=CC=1>[NH2:36][C:37]([O:1][CH2:2][C:3]1[NH:4][C:5]([CH3:31])=[C:6]([C:23]([O:25][CH2:26][CH2:27][O:28][CH2:29][CH3:30])=[O:24])[CH:7]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)[C:8]=1[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:38]

참가 물질

6

반응물 4

HCID 962WaterHCID 70918Chlorosulfonyl isocyanateHCID 130921522-Ethoxyethyl 2-methyl-4-(3-nitrophenyl)-5-ethoxycarbonyl-6-hydroxymethyl-1,4-dihydropyridine-3-carboxylateHCID 21881879Diisopropylether hexane

생성물 1

HCID 130921162-Aminocarbonyloxymethyl-6-methyl-4-(3-nitrophenyl)-3-ethoxycarbonyl-5-(beta-ethoxyethoxy)carbonyl-1,4-dihydropyridine수율 62.6%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

2-Hydroxymethyl-6-methyl-4-(3-nitrophenyl)-3-ethoxycarbonyl-5-(β-ethoxyethoxy)carbonyl-1,4-dihydropyridine (420 mg) was dissolved in benzene (20 ml), chlorosulfonyl isocyanate (0.2 ml) was added thereto, and the mixture was reacted under stirring at room temperature for 30 minutes. Water (10 ml) was added to the reaction mixture under cooling, and the mixture was stirred at room temperature for 30 minutes for hydrolysis. The reaction mixture thus obtained was extracted with ethyl acetate, and the extracted solution was washed with water, dried and then concentrated under reduced pressure. The residue was recrystallized from diisopropyl ether/hexane, whereupon crystals (290 mg, yield: 62.6%) were obtained.

후처리

  1. customthe mixture was reacted
  2. temperatureunder cooling
  3. stirringthe mixture was stirred at room temperature for 30 minutes for hydrolysis
  4. customThe reaction mixture thus obtained
  5. extractionwas extracted with ethyl acetate
  6. washthe extracted solution was washed with water
  7. customdried
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-02c72069074045b18b498c1608cf0e2b
출처 데이터셋
uspto-grants-1983_09
특허 번호
US04404378

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