2-(chloromethyl)-N,N-dimethylaniline hydrochloride → 4-(2-Dimethylaminobenzylthio)-5,5-dimethyl-3-imidazolin-2-one

HRID 3241ノート

反応式

HRID 3241 の反応式
Cl.[CH3:2][N:3]([CH3:12])[C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH2:6]Cl.[CH3:13][C:14]1([CH3:21])[NH:18][C:17](=[O:19])[NH:16][C:15]1=[S:20]>CO>[CH3:2][N:3]([CH3:12])[C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH2:6][S:20][C:15]1[C:14]([CH3:21])([CH3:13])[NH:18][C:17](=[O:19])[N:16]=1

参加物

4

反応物 2

HCID 135374262-(chloromethyl)-N,N-dimethylaniline hydrochlorideHCID 189348924,4-Dimethyl-5-sulfanylideneimidazolidin-2-one

生成物 1

HCID 189348884-(2-Dimethylaminobenzylthio)-5,5-dimethyl-3-imidazolin-2-one

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Initially, 2.5 g of 2-dimethylaminobenzylchloride hydrochloride was added to a solution of 1.5 g of 5,5-dimethyl-4-thiohydantoin in 50 mL of methanol (MeQH). The reaction mixture was stirred for two hours at the room temperature and concentrated in vacuo. To the residue, there was added 100 mL of CHCl3. The residue was washed two times with 100 mL of aqueous solution of NaHCO3, dried over MgSO4 and concentrated in vacuo. The residue purified by column chromatography [CHCl3 :MeOH=100:1 (v/v)]. Recrystallized from diethyl ether gave the desired compound in the form of needle-like crystal. The yield of this compound was 2 g with a yield ratio of 69.1%, and the melting point was 160°-162° C.

後処理

  1. concentrationconcentrated in vacuo
  2. additionTo the residue, there was added 100 mL of CHCl3
  3. washThe residue was washed two times with 100 mL of aqueous solution of NaHCO3
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo
  6. customThe residue purified by column chromatography [CHCl3 :MeOH=100:1 (v/v)]
  7. customRecrystallized from diethyl ether

出典と根拠

ORDレコード
ord-673e7e0da0374e52b0efea0bb7e74951
出典データセット
uspto-grants-1998_03
特許番号
US05733922

反応ノート

読み込み中…