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Mercaptoacetonitrile → 11-Cyanomethylthio-2-(quinolin-2-yl)methoxy-6,11-dihydrodibenz[b,e]oxepine

HRID 232881
ノート
印刷プレビュー

反応式

HRID 232881 の反応式
[SH:1][CH2:2][C:3]#[N:4].O[CH:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[CH2:10][O:9][C:8]2[CH:17]=[CH:18][C:19]([O:21][CH2:22][C:23]3[CH:32]=[CH:31][C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[N:24]=3)=[CH:20][C:7]1=2>FC(F)(F)C(O)=O.C(Cl)Cl.C(OCC)(=O)C>[C:3]([CH2:2][S:1][CH:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[CH2:10][O:9][C:8]2[CH:17]=[CH:18][C:19]([O:21][CH2:22][C:23]3[CH:32]=[CH:31][C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[N:24]=3)=[CH:20][C:7]1=2)#[N:4]
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 2

HCID 4346655MercaptoacetonitrileHCID 2335916711-Hydroxy-2-(quinolin-2-yl)methoxy-6,11-dihydrodibenz[b,e]oxepine

生成物 1

HCID 2335915911-Cyanomethylthio-2-(quinolin-2-yl)methoxy-6,11-dihydrodibenz[b,e]oxepine収率 48.2%

試薬・触媒・溶媒 3

HCID 6344Dichloromethane溶媒HCID 6422Trifluoroacetic acid溶媒
HCID 8857
Ethyl Acetate
溶媒

実験手順

Under ice cooling and stirring, 0.44 g of mercaptoacetonitrile was added to 2.22 g of 11-hydroxy-2-(quinolin-2-yl)methoxy-6,11-dihydrodibenz[b,e]oxepine obtained in Reference example 45 dissolved in a mixed solution of 20 ml of trifluoroacetic acid and 10 ml of methylene chloride and the mixture was stirred at the same temperature for 1.5 hours. The residue obtained by condensing the reaction mixture under reduced pressure was dissolved in ethyl acetate and the organic layer was washed with a saturated sodium hydrogen carbonate aqueous solution and a saturated saline solution and dried over anhydrous sodium sulfate. The viscous residue obtained by removing the solvent was crystallized from diethyl ether to obtain 1.23 g of the title compound.

後処理

  1. customobtained in Reference example 45
  2. stirringthe mixture was stirred at the same temperature for 1.5 hours
  3. customThe residue obtained by condensing the reaction mixture under reduced pressure
  4. washthe organic layer was washed with a saturated sodium hydrogen carbonate aqueous solution
  5. dry with materiala saturated saline solution and dried over anhydrous sodium sulfate
  6. customThe viscous residue obtained
  7. customby removing the solvent
  8. customwas crystallized from diethyl ether

出典と根拠

ORDレコード
ord-90afd8ef592641ed97a12afedabac117
出典データセット
uspto-grants-1997_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05591752

反応ノート

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