Dichloromethane → 2-((2,4-Dichloroanilino)methyl)-2-imidazoline

HRID 66762ノート

反応式

HRID 66762 の反応式
C1(C)C=CC(S(O)(=O)=O)=CC=1.[Cl:12][C:13]1[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:14]=1[NH:15][CH2:16][C:17]1[NH:18][CH2:19][CH2:20][N:21]=1.C(Cl)Cl>O>[Cl:12][C:13]1[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:14]=1[NH:15][CH2:16][C:17]1[NH:21][CH2:20][CH2:19][N:18]=1

参加物

4

反応物 2

HCID 6344DichloromethaneHCID 205290662-((2,4-Dichloroanilino)methyl)-2-imidazoline p-toluenesulfonate

生成物 1

HCID 205290672-((2,4-Dichloroanilino)methyl)-2-imidazoline

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 21.5 grams (g) of 2,4-dichloroanilinoacetonitrile, 23.3 g of ethylenediamine p-toluenesulfonate and 75 milliliters (ml) of 1,2-dichlorobenzene was heated with stirring in a round-bottomed three-necked flask at from about 140°-170° C. for about 70 minutes under a small flow of nitrogen. The reaction mixture was cooled and then diluted with methylene chloride. The mixture was cooled and then filtered, which gave 35.1 g of 2-((2,4-dichloroanilino)methyl)-2-imidazoline p-toluenesulfonate as white crystals. The p-toluenesulfonate salt was slurried in water and CH2Cl2 and then basified. The CH2Cl2 layer was separated and the remaining aqueous portion extracted with CH2Cl2 and then CHCl3. The extracts were combined, treated with diatomaceous earth and activated charcoal, and then filtered. Concentrating the filtrate to dryness, left 17.0 g of crystals. Recrystallization from ethylene dichloride gave 14.0 g of purified 2-((2,4-dichloroanilino)methyl)-2-imidazoline as white crystals, having a melting point (m.p.) of 154°-156° C.

後処理

  1. customThe CH2Cl2 layer was separated
  2. extractionthe remaining aqueous portion extracted with CH2Cl2
  3. additiontreated with diatomaceous earth and activated charcoal
  4. filtrationfiltered
  5. concentrationConcentrating the filtrate to dryness
  6. waitleft 17.0 g of crystals
  7. customRecrystallization from ethylene dichloride

出典と根拠

ORDレコード
ord-319ebae7e3ee41ed996af7686be1c5bb
出典データセット
uspto-grants-1982_08
特許番号
US04343810

反応ノート

読み込み中…