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

HRID 66762노트

반응식

HRID 66762 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-319ebae7e3ee41ed996af7686be1c5bb
출처 데이터셋
uspto-grants-1982_08
특허 번호
US04343810

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