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

HRID 649373노트

반응식

HRID 649373 반응식
[C:1]([O:4][CH2:5]/[C:6](/[NH2:13])=[CH:7]/[C:8]([O:10][CH2:11][CH3:12])=[O:9])(=[O:3])[NH2:2].[N+:14]([C:17]1[CH:18]=[C:19]([CH:33]=[CH:34][CH:35]=1)[CH:20]=[C:21]([C:30]([CH3:32])=O)[C:22]([O:24][CH2:25][CH2:26][O:27][CH2:28][CH3:29])=[O:23])([O-:16])=[O:15].C(OC(C)C)(C)C.CCCCCC>C(O)(C)C>[C:1]([O:4][CH2:5][C:6]1[NH:13][C:30]([CH3:32])=[C:21]([C:22]([O:24][CH2:25][CH2:26][O:27][CH2:28][CH3:29])=[O:23])[CH:20]([C:19]2[CH:33]=[CH:34][CH:35]=[C:17]([N+:14]([O-:16])=[O:15])[CH:18]=2)[C:7]=1[C:8]([O:10][CH2:11][CH3:12])=[O:9])(=[O:3])[NH2:2]

참가 물질

5

반응물 3

HCID 21881879Diisopropylether hexaneHCID 545745632-Ethoxyethyl 2-[(3-nitrophenyl)methylidene]-3-oxobutanoateHCID 86742112Ethyl 4-carbamoyloxy-3-aminocrotonate

생성물 1

HCID 130921162-Aminocarbonyloxymethyl-6-methyl-4-(3-nitrophenyl)-3-ethoxycarbonyl-5-(beta-ethoxyethoxy)carbonyl-1,4-dihydropyridine수율 54%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

9.4 g (50 millimoles) of ethyl 4-carbamoyloxy-3-aminocrotonate and 15.4 g (50 millimoles) of β-ethoxyethyl 2-(m-nitrobenzylidene)acetoacetate were dissolved in 200 ml of isopropyl alcohol and reacted at a temperature of from 60° to 70° C. for 18 hours. The reaction mixture was concentrated under reduced pressure. The residue was crystallized from diisopropylether-hexane, whereby 12 g (yield: 54%) of 2-carbamoyloxymethyl-6-methyl-4-(m-nitrophenyl)-3-ethoxycarbonyl-5-(β-ethoxyethoxy)carbonyl-1,4-dihydropyridine in crystal form was obtained.

후처리

  1. customreacted at a temperature of from 60° to 70° C. for 18 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-4f826bf69c1f421caf8e499aa1994918
출처 데이터셋
uspto-grants-1988_04
특허 번호
US04739106

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