Methanol → Methyl [2-(2-thienyl)ethylamino](2-chlorophenyl)acetate

HRID 1590779

反応式

HRID 1590779 の反応式
Br[CH:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[Cl:12])[C:3]([OH:5])=[O:4].S(=O)(=O)(O)O.[S:18]1[CH:22]=[CH:21][CH:20]=[C:19]1[CH2:23][CH2:24][NH2:25].[CH3:26]O>>[S:18]1[CH:22]=[CH:21][CH:20]=[C:19]1[CH2:23][CH2:24][NH:25][CH:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[Cl:12])[C:3]([O:5][CH3:26])=[O:4]

参加物

5

反応物 4

HCID 887MethanolHCID 1118Sulfuric AcidHCID 116521ThiopheneethanamineHCID 2774031alpha-Bromo-2-chlorobenzeneacetic acid

生成物 1

HCID 10223136Methyl [2-(2-thienyl)ethylamino](2-chlorophenyl)acetate

反応条件

温度
30 °C

実験手順

543 g of alpha-bromo(2-chlorophenyl)acetic acid and 30 g of concentrated sulphuric acid are introduced into 300 ml methanol. The mixture is refluxed for 3 hours and, after it has cooled to about 30° C., 230 g of KHCO3 and 265 g of 2-(2-thienyl)ethylamine are added progressively. The mixture is refluxed for 1 hour 30 min and the solvent is then evaporated off under vacuum. 1 l of water and 1 l of ethyl acetate are poured onto the residue and the organic phase is separated off after stirring and phase separation. 300 ml of ice and 180 ml of concentrated hydrochloric acid are then introduced into it. The precipitated product is filtered off and dried. 641 g of the hydrochloride of the required product, which melts at 175° C., are thus obtained.

後処理

  1. temperatureThe mixture is refluxed for 3 hours
  2. temperatureThe mixture is refluxed for 1 hour 30 min
  3. customthe solvent is then evaporated off under vacuum
  4. addition1 l of water and 1 l of ethyl acetate are poured onto the residue
  5. customthe organic phase is separated off
  6. customphase separation
  7. addition300 ml of ice and 180 ml of concentrated hydrochloric acid are then introduced into it
  8. filtrationThe precipitated product is filtered off
  9. customdried

出典と根拠

ORDレコード
ord-732095519d85467289fde65ac2fbcb5b
出典データセット
uspto-grants-1993_04
特許番号
US05204469

関連ノート

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