Water → N-[4-(3-bromo-phenyl)-thiazol-2-yl]-N-methoxymethyl-4-methyl-benzenesulfonamide

HRID 1417301ノート

反応式

HRID 1417301 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]([NH:13][S:14]([C:17]3[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=3)(=[O:16])=[O:15])[S:11][CH:12]=2)[CH:5]=[CH:6][CH:7]=1.C(N(C(C)C)C(C)C)C.[CH3:33][O:34][CH2:35]Cl.O>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]([N:13]([CH2:33][O:34][CH3:35])[S:14]([C:17]3[CH:18]=[CH:19][C:20]([CH3:23])=[CH:21][CH:22]=3)(=[O:16])=[O:15])[S:11][CH:12]=2)[CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 7864Chloromethyl Methyl EtherHCID 81531DiisopropylethylamineHCID 21845574N-[4-(3-Bromo-phenyl)-thiazol-2-yl]-4-methyl-benzenesulfonamide

生成物 1

HCID 21845556N-[4-(3-bromo-phenyl)-thiazol-2-yl]-N-methoxymethyl-4-methyl-benzenesulfonamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

A solution of 0.72 g of N-[4-(3-bromo-phenyl)-thiazol-2-yl]-4-methyl-benzenesulfonamide and 0.6 ml of ethyidiiso-propylamine in 10 ml of methylene chloride was cooled to 0° C. and, after the addition of 0.13 ml of chloromethyl methyl ether, stirred at 0° C. for 2 h. Thereafter, the mixture was treated with 40 ml of water and extracted with methylene chloride. The organic phase was dried with magnesium sulphate and concentrated. After chromatography on 60 g of Kieselgel 60 with ethyl acetate/hexane (1:3) as the eluent the product-containing fractions were concentrated. 0.64 g of colorless N-[4-(3-bromo-phenyl)-thiazol-2-yl]-N-methoxymethyl-4-methyl-benzenesulfonamide, obtained in amorphous form, was processed without further purification.

後処理

  1. extractionextracted with methylene chloride
  2. dry with materialThe organic phase was dried with magnesium sulphate
  3. concentrationconcentrated
  4. concentrationAfter chromatography on 60 g of Kieselgel 60 with ethyl acetate/hexane (1:3) as the eluent the product-containing fractions were concentrated

出典と根拠

ORDレコード
ord-db2e0407dbb44410b431460e456443bb
出典データセット
uspto-grants-1999_03
特許番号
US05877193

反応ノート

読み込み中…