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1,2-Dimethoxyethane → N-(1,1-Dimethylethyl)-4-[5-(3-fluoro-4-methoxyphenyl)-1H-imidazol-1-yl]benzenesulfonamide

HRID 446157
ノート
印刷プレビュー

反応式

HRID 446157 の反応式
[C:1]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][C:12]([N:15]=[CH:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([F:25])[CH:18]=2)=[CH:11][CH:10]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].S([CH2:36][N+:37]#[C-:38])(C1C=CC(C)=CC=1)(=O)=O.C([O-])([O-])=O.[K+].[K+].COCCOC>CO>[C:1]([NH:5][S:6]([C:9]1[CH:10]=[CH:11][C:12]([N:15]2[C:16]([C:17]3[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([F:25])[CH:18]=3)=[CH:38][N:37]=[CH:36]2)=[CH:13][CH:14]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2]
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 4

HCID 80711,2-DimethoxyethaneHCID 11430Potassium CarbonateHCID 161915Tosylmethyl isocyanideHCID 11132250N-tert-Butyl-4-((3-fluoro-4-methoxybenzylidene)amino)benzenesulfonamide

生成物 1

HCID 11784436N-(1,1-Dimethylethyl)-4-[5-(3-fluoro-4-methoxyphenyl)-1H-imidazol-1-yl]benzenesulfonamide収率 90%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of N-tert-butyl-4-[(3-fluoro-4-methoxybenzylidene)amino]benzenesulfonamide (41.5 g, 114 mmol, obtained in example 2), tosylmethylisocyanide (33.22 g, 171 mmol), K2CO3 (31.1 g, 228 mmol), DME (340 mL) and MeOH (778 mL) is heated at reflux for 3 h. The solvent is removed and the residue is taken up in a CHCl3/H2O mixture and the layers are separated. The aqueous phase is extracted with CHCl3 and the combined organic extracts are dried over MgSO4 and concentrated. A crude product is obtained, which is washed with Et2O several times to give 41.40 g of a creamy solid that is directly used in the next reaction (yield: 90%).

後処理

  1. temperatureis heated
  2. temperatureat reflux for 3 h
  3. customThe solvent is removed
  4. customthe layers are separated
  5. extractionThe aqueous phase is extracted with CHCl3
  6. dry with materialthe combined organic extracts are dried over MgSO4
  7. concentrationconcentrated
  8. customA crude product is obtained
  9. washwhich is washed with Et2O several times

出典と根拠

ORDレコード
ord-c567a15dfeef4be1b26c2c5d4ade956e
出典データセット
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08476456B2

反応ノート

読み込み中…

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