2-(Dimethylamino)ethanol → HCID 70360573、化合物

HRID 330408ノート

反応式

HRID 330408 の反応式
[H-].[Na+].[CH3:3][N:4]([CH2:6][CH2:7][OH:8])[CH3:5].Cl.Cl[C:11]1[CH:16]=[CH:15][C:14]([S:17]([CH2:20][CH2:21][NH:22][CH:23]([CH3:25])[CH3:24])(=[O:19])=[O:18])=[CH:13][CH:12]=1.[C:26]([OH:33])(=[O:32])/[CH:27]=[CH:28]\[C:29]([OH:31])=[O:30]>CCCCCC.CS(C)=O>[C:26]([OH:33])(=[O:32])/[CH:27]=[CH:28]\[C:29]([OH:31])=[O:30].[CH3:3][N:4]([CH3:5])[CH2:6][CH2:7][O:8][C:11]1[CH:16]=[CH:15][C:14]([S:17]([CH2:20][CH2:21][NH:22][CH:23]([CH3:25])[CH3:24])(=[O:18])=[O:19])=[CH:13][CH:12]=1

参加物

7

反応物 4

HCID 79022-(Dimethylamino)ethanolHCID 24758Sodium hydrideHCID 444266Maleic AcidHCID 13655033N-[2-(4-chlorophenylsulfonyl)ethyl]-2-propanamine hydrochloride

生成物 1

HCID 70360573HCID 70360573、化合物収率 102.2%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 8058Hexane溶媒

実験手順

A mixture of 0.124 mole of sodium hydride (4.96 g of a 60% dispersion in oil; washed with hexane) and 13 g (0.146 mole) of 2-(N,N-dimethylamino)ethanol in 400 ml of dimethyl sulfoxide was stirred at room temperature and under an atmosophere of nitrogen for approximately 0.5 hr. To this solution was added 15.4 g (0.0519 mole) of N-[2-[(4-chlorophenyl)sulfonyl]ethyl]-1-methylethanamine hydrochloride [1:1] (from Preparation 23), and the mixture was stirred at 80°-100° C. for approximately 2 hr. The solvent was removed in vacuo, and the residue was partitioned between methylene chloride and dilute sodium hydroxide. The methylene chloride solution was dried over magnesium sulfate, and the solvent was removed in vacuo to give a liquid. This was treated with approximately 0.1 mole of maleic acid, and the resulting salt was recrystallized from methanol-diethyl ether to give 22.83 g (80.6%) of the product as a white crystalline solid, mp 177.5°-178.5° C.

後処理

  1. stirringthe mixture was stirred at 80°-100° C. for approximately 2 hr
  2. customThe solvent was removed in vacuo
  3. customthe residue was partitioned between methylene chloride and dilute sodium hydroxide
  4. dry with materialThe methylene chloride solution was dried over magnesium sulfate
  5. customthe solvent was removed in vacuo
  6. customto give a liquid
  7. customthe resulting salt was recrystallized from methanol-diethyl ether

出典と根拠

ORDレコード
ord-c29cf8642ff9497dab4cfcf668c7c19c
出典データセット
uspto-grants-1990_01
特許番号
US04895840

反応ノート

読み込み中…