Sodium Bisulfate → 1-{3-[(3-{[1-(triphenylmethyl)-1H-1,2,4-triazol-3-yl]thio}propyl)oxy]phenyl}methanamine

HRID 606443노트

반응식

HRID 606443 반응식
[C:1]1([C:7]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[N:8]2[CH:12]=[N:11][C:10]([S:13][CH2:14][CH2:15][CH2:16][O:17][C:18]3[CH:19]=[C:20]([CH:23]=[CH:24][CH:25]=3)[C:21]#[N:22])=[N:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].S([O-])(O)(=O)=O.[Na+]>C1COCC1>[C:32]1([C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[N:8]2[CH:12]=[N:11][C:10]([S:13][CH2:14][CH2:15][CH2:16][O:17][C:18]3[CH:19]=[C:20]([CH2:21][NH2:22])[CH:23]=[CH:24][CH:25]=3)=[N:9]2)[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

참가 물질

5

반응물 3

HCID 516919Sodium BisulfateHCID 21226445Aluminium lithium hydrideHCID 667691893-[(3-{[1-(triphenylmethyl)-1H-1,2,4-triazol-3-yl]thio}propyl)oxy]benzonitrile

생성물 1

HCID 667684731-{3-[(3-{[1-(triphenylmethyl)-1H-1,2,4-triazol-3-yl]thio}propyl)oxy]phenyl}methanamine수율 95%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 3-[(3-{[1-(triphenylmethyl)-1H-1,2,4-triazol-3-yl]thio}propyl)oxy]benzonitrile obtained in Reference Example 6 (2.00 g, 3.98 mmol) in THF (15 mL) was added slowly to a suspension of lithium aluminum hydride (1.51 g, 39.8 mmol) in THF (45 mL) at room temperature, and the mixture was stirred at room temperature for 4 hr. Sodium hydrogensulfate 10 hydrate (5.13 g, 15.9 mmol) was added to the reaction mixture at 0° C., and mixture was stirred at room temperature for 30 min. The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. Toluene and ethanol were added to the residue, and the mixture was concentrated under reduced pressure to give the title compound as a pale-yellow oil (1.91 g, 95%).

후처리

  1. stirringmixture was stirred at room temperature for 30 min
  2. filtrationThe insoluble material was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. additionToluene and ethanol were added to the residue
  5. concentrationthe mixture was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-b23f3f4eafa8461d84fc515a24edc789
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915267B2

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