2-Nitrobenzaldehyde → HCID 86742032, 화합물

HRID 568937

반응식

HRID 568937 반응식
[C:1]([O-:7])(=[O:6])[CH2:2][C:3]([CH3:5])=O.[N+:8]([C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH:13]=O)([O-:10])=[O:9].[NH2:19]/[C:20](/[CH3:29])=[CH:21]\[C:22]([O:24][CH2:25][CH2:26][C:27]#[N:28])=[O:23]>C1C=CC=CC=1.C(O)(C)C.N1CCCCC1>[C:27]([CH2:26][CH2:25][O:24][C:22]([C:21]1[CH:13]([C:12]2[CH:15]=[CH:16][CH:17]=[CH:18][C:11]=2[N+:8]([O-:10])=[O:9])[C:2]([C:1]([OH:7])=[O:6])=[C:3]([CH3:5])[NH:19][C:20]=1[CH3:29])=[O:23])#[N:28]

참가 물질

7

반응물 3

HCID 111012-NitrobenzaldehydeHCID 6971017AcetoacetateHCID 136714102-Cyanoethyl 3-aminocrotonate

생성물 1

HCID 86742032HCID 86742032, 화합물수율 77.1%

시약·촉매·용매 3

HCID 8082Piperidine촉매HCID 241Benzene용매HCID 3776Isopropanol용매

실험 절차

9.7 g of 2-nitratoethyl acetoacetate, 7.6 g of 2-nitrobenzaldehyde and 0.2 g of piperidine in 40 ml of benzene were heated at reflux under azeotropic dehydration conditions for 3 hours. The mixture was treated in a manner similar to that of Referential Example 1, there was obtained the residue, to which was added 7.7 g of 2-cyanoethyl 3-aminocrotonate. The mixture was taken up in 40 ml of isopropyl alcohol and heated at reflux for 3 hours. The isopropyl alcohol was evaporated under reduced pressure, and the residue was applied to a silica gel column chromatography (eluent: dichromomethane) and recrystallized from a mixture of dichromethane and diethyl ether to give 14.3 g of 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-(2-cyanoethyl) ester 5-(2-nitratoethyl) ester.

후처리

  1. temperatureat reflux under azeotropic dehydration conditions for 3 hours
  2. additionThe mixture was treated in a manner similar to that of Referential Example 1
  3. customthere was obtained the residue
  4. temperatureheated
  5. temperatureat reflux for 3 hours
  6. customThe isopropyl alcohol was evaporated under reduced pressure
  7. customrecrystallized from a mixture of dichromethane and diethyl ether

출처 및 근거

ORD 기록
ord-4cf9e1f8e25540d2adad8a7c7a6e113c
출처 데이터셋
uspto-grants-1988_03
특허 번호
US04730052

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