4-Tert-Butylaniline → N-(4-tert-butylphenyl)-2-[[2-[(4-tert-butylphenyl)carbamoyl]phenyl]disulfanyl]benzamide

HRID 1378797

反応式

HRID 1378797 の反応式
[C:1](Cl)(=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][S:9][C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12](Cl)=[O:13].[C:21]([C:25]1[CH:31]=[CH:30][C:28]([NH2:29])=[CH:27][CH:26]=1)([CH3:24])([CH3:23])[CH3:22]>ClCCl.N1C=CC=CC=1>[CH3:23][C:21]([C:25]1[CH:26]=[CH:27][C:28]([NH:29][C:1](=[O:19])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[S:8][S:9][C:10]2[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=2[C:12]([NH:29][C:28]2[CH:30]=[CH:31][C:25]([C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:26][CH:27]=2)=[O:13])=[CH:30][CH:31]=1)([CH3:24])[CH3:22]

参加物

5

反応物 2

HCID 698614-Tert-ButylanilineHCID 881642,2'-Dithiodibenzoyl chloride

生成物 1

HCID 465328N-(4-tert-butylphenyl)-2-[[2-[(4-tert-butylphenyl)carbamoyl]phenyl]disulfanyl]benzamide収率 12.1%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
23 °C

実験手順

A solution of 2,2'-dithiobisbenzoyl chloride (1.20 g, 3.50 mmol) in 25 mL of dichloromethane was added to a solution of 4-tert-butylaniline (1.04 g, 6.99 mmol) in 8 mL of pyridine at 23° C. The reaction mixture was stirred for 18 hours at 23° C. under nitrogen atmosphere. The mixture was concentrated, the residue triturated with 5% aqueous HCl, and the resulting solid was collected by filtration and washed with water to yield the crude product. The crude material was recrystallized from ethyl ether-ethanol to yield 0.24 g of the title compound, mp 135°-138° C.

後処理

  1. concentrationThe mixture was concentrated
  2. customthe residue triturated with 5% aqueous HCl
  3. filtrationthe resulting solid was collected by filtration
  4. washwashed with water
  5. customto yield the crude product
  6. customThe crude material was recrystallized from ethyl ether-ethanol

出典と根拠

ORDレコード
ord-ff81e15147164dc79205ae0c1d2c7bb8
出典データセット
uspto-grants-1997_09
特許番号
US05668291

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