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

HRID 606443ノート

反応式

HRID 606443 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-b23f3f4eafa8461d84fc515a24edc789
出典データセット
uspto-grants-2011_03
特許番号
US07915267B2

反応ノート

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