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(-)-cis-1,2-Dimethoxy-4-(2-aminocyclohexyl)benzene → (-)-cis-N-[2-(3,4-Dimethoxyphenyl)cyclohexyl]-N'-(4-methoxyphenyl)isophthalamide

HRID 1862351
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HRID 1862351 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@@H:9]2[CH2:14][CH2:13][CH2:12][CH2:11][C@@H:10]2[NH2:15])=[CH:5][C:4]=1[O:16][CH3:17].[CH3:18][O:19][C:20]1[CH:25]=[CH:24][C:23]([NH:26][C:27]([C:29]2[CH:30]=[C:31]([CH:35]=[CH:36][CH:37]=2)[C:32](Cl)=[O:33])=[O:28])=[CH:22][CH:21]=1>C(Cl)Cl.C(N(CC)CC)C>[CH3:17][O:16][C:4]1[CH:5]=[C:6]([C@H:9]2[CH2:14][CH2:13][CH2:12][CH2:11][C@H:10]2[NH:15][C:32](=[O:33])[C:31]2[CH:35]=[CH:36][CH:37]=[C:29]([C:27]([NH:26][C:23]3[CH:22]=[CH:21][C:20]([O:19][CH3:18])=[CH:25][CH:24]=3)=[O:28])[CH:30]=2)[CH:7]=[CH:8][C:3]=1[O:2][CH3:1]
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참가 물질

5

반응물 2

HCID 14321190(-)-cis-1,2-Dimethoxy-4-(2-aminocyclohexyl)benzene2회HCID 186197543-(4-Methoxyphenylcarbamoyl)benzoyl chloride

생성물 1

HCID 54028062(-)-cis-N-[2-(3,4-Dimethoxyphenyl)cyclohexyl]-N'-(4-methoxyphenyl)isophthalamide

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 8471Triethylamine용매

실험 절차

4.0 g of (−)-cis-1,2-dimethoxy-4-(2-aminocyclohexyl)benzene (compound C2) are dissolved in 100 ml of methylene chloride and 5.0 ml of triethylamine. The solution is added dropwise at RT to 4.95 g of 3-(4-methoxyphenylcarbamoyl)benzoyl chloride in 50 ml of methylene chloride and the mixture is extracted with 100 ml each of water, 2N hydrochloric acid, satd. sodium hydrogencarbonate solution and water again after stirring overnight. The organic phase is dried using sodium sulfate and concentrated. The residue is taken up in petroleum ether (low)/ethyl acetate in the ratio 2/1, filtered off with suction and dried. 7.14 g of the title compound are obtained.

후처리

  1. extractionthe mixture is extracted with 100 ml each of water, 2N hydrochloric acid
  2. customThe organic phase is dried
  3. concentrationconcentrated
  4. filtrationfiltered off with suction
  5. customdried

출처 및 근거

ORD 기록
ord-d9727853c199434c9556e738d61b1a68
출처 데이터셋
uspto-grants-2003_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06538005B2

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