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Benzylamine → HCID 68514274, 화합물

HRID 1717242
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HRID 1717242 반응식
ClC(Cl)(O[C:5](=[O:11])OC(Cl)(Cl)Cl)Cl.[NH2:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[C:24]([CH2:25][CH2:26][CH3:27])=[C:23]([C:28]([NH:30][CH:31]3[CH2:33][CH2:32]3)=[O:29])[N:22]=[N:21]2)=[CH:16][CH:15]=1.C(N(CC)C(C)C)(C)C.[CH2:43]([NH2:50])[C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1>ClCCl.C(OCC)(=O)C>[CH2:43]([NH:50][C:5]([NH:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[C:24]([CH2:25][CH2:26][CH3:27])=[C:23]([C:28]([NH:30][CH:31]3[CH2:32][CH2:33]3)=[O:29])[N:22]=[N:21]2)=[CH:16][CH:15]=1)=[O:11])[C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 7504BenzylamineHCID 81531Diisopropylethylamine2회HCID 94429TriphosgeneHCID 685175481-(4-aminophenyl)-N-cyclopropyl-5-propyl-1H-1,2,3-triazole-4-carboxamide

생성물 1

HCID 68514274HCID 68514274, 화합물수율 52%

시약·촉매·용매 2

HCID 6344
Dichloromethane
용매
3회
HCID 8857Ethyl Acetate용매

실험 절차

To a solution of triphosgene (0.08 g) in dichloromethane (7 ml) was added dropwise a solution of 1-(4-aminophenyl)-N-cyclopropyl-5-propyl-1H-1,2,3-triazole-4-carboxamide (0.21 g) obtained in Example 1d) and N,N-diisopropylethylamine (0.13 ml) in dichloromethane (3 ml) under ice-cooling, and the mixture was stirred under ice-cooling for 30 min. A solution of benzylamine (0.12 ml) and N,N-diisopropylethylamine (0.13 ml) in dichloromethane (3 ml) was added. The mixture was stirred at room temperature for 20 hr and diluted with ethyl acetate. The ethyl acetate solution was washed with water and saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column (hexane/ethyl acetate=1/1 to ethyl acetate). The resultant product was recrystallized from diethyl ether/methanol to give the title compound as a colorless powder (0.16 g, 52%).

후처리

  1. temperaturecooling
  2. temperaturecooling for 30 min
  3. stirringThe mixture was stirred at room temperature for 20 hr
  4. washThe ethyl acetate solution was washed with water and saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customthe residue was purified by silica gel column (hexane/ethyl acetate=1/1 to ethyl acetate)
  8. customThe resultant product was recrystallized from diethyl ether/methanol

출처 및 근거

ORD 기록
ord-9318ead5d7964029a8b15862c4cfba3c
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07803822B2

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