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Hydrochloric Acid → N-{3-[2-(4-Cyanophenyl)ethylthio]phenyl}benzenesulfonamide

HRID 1791863
ノート
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反応式

HRID 1791863 の反応式
[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([S:18][CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([C:27]#[N:28])=[CH:23][CH:22]=2)[CH:13]=1.Cl>N1C=CC=CC=1.C(Cl)Cl>[C:27]([C:24]1[CH:25]=[CH:26][C:21]([CH2:20][CH2:19][S:18][C:14]2[CH:13]=[C:12]([NH:11][S:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)(=[O:9])=[O:8])[CH:17]=[CH:16][CH:15]=2)=[CH:22][CH:23]=1)#[N:28]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 7369Benzenesulfonyl chlorideHCID 22033546Amino-3-[2-(4-cyanophenyl)ethylthio]benzene

生成物 1

HCID 22033483N-{3-[2-(4-Cyanophenyl)ethylthio]phenyl}benzenesulfonamide収率 82.1%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 6344
Dichloromethane
溶媒

実験手順

Benzenesulfonyl chloride (0.62 g; 3.5 mmol) was added to a cold solution (ice:water temperature) of amino-3-[2-(4-cyanophenyl)ethylthio]benzene (0.80 g; 3.15 mmol; from step (ii) above) in a mixture of pyridine (1 mL) and CH2Cl2 (20 mL) over 10 minutes. After 3 hours stirring, 2M aqueous HCl was added and the solution extracted with CH2Cl2. The organic layer was dried (MgSO4) and the solvent removed in vacuo. The residue was purified by flash chromatography (SiO2; Et2O:hexane (1:1)) to give 1.02 g (82%) of the sub-title compound.

後処理

  1. extractionthe solution extracted with CH2Cl2
  2. dry with materialThe organic layer was dried (MgSO4)
  3. customthe solvent removed in vacuo
  4. customThe residue was purified by flash chromatography (SiO2; Et2O:hexane (1:1))

出典と根拠

ORDレコード
ord-900bd1dae3d14db3a3e119f5d642c9f2
出典データセット
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07074820B2

反応ノート

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