N-bromobutanimide → 2-Amino 5-bromo-N-methyl-alpha-(3-methyl-2-thienyl)benzeneethaneamine

HRID 486666ノート

反応式

HRID 486666 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH:9]([C:12]1[S:13][CH:14]=[CH:15][C:16]=1[CH3:17])[NH:10][CH3:11].[Br:18]N1C(=O)CCC1=O>CN(C)C=O>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:18])=[CH:4][C:3]=1[CH2:8][CH:9]([C:12]1[S:13][CH:14]=[CH:15][C:16]=1[CH3:17])[NH:10][CH3:11]

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 130176Compound 7189

生成物 1

HCID 104715362-Amino 5-bromo-N-methyl-alpha-(3-methyl-2-thienyl)benzeneethaneamine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

A stirred solution of 5.02 g of 2-amino-N-methyl-α-(3-methyl-2-thienyl)benzeneethanamine and 79 ml of dimethylformamide was treated with a solution of 4.71 g N-bromosuccinimide in 55 ml of dimethylformamide. The solution was stirred for 8 h with the exclusion of moisture and then concentrated to an oil on a rotary evaporator (70° C.) under high vacuum. The oil was diluted with distilled water (100 ml) and basified with a 10% sodium hydroxide solution (25 ml). The basic solution was extracted with dichloromethane (3×100 ml). The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated to an oil. Thin layer chromatography (silica gel, methanol eluent) indicated a 2-component mixture.

後処理

  1. concentrationconcentrated to an oil on a rotary evaporator (70° C.) under high vacuum
  2. additionThe oil was diluted with distilled water (100 ml)
  3. extractionThe basic solution was extracted with dichloromethane (3×100 ml)
  4. dry with materialThe organic phase was dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated to an oil

出典と根拠

ORDレコード
ord-ea3d823d4ca64474a2619a3e600eb0cb
出典データセット
uspto-grants-1994_03
特許番号
US05292760

反応ノート

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