2,6-Dichloroaniline → 4-(4'-Amino-3',5'-dichlorobenzyl)-5-methylimidazole

HRID 325945노트

반응식

HRID 325945 반응식
Cl.Cl[CH2:3][C:4]1[N:5]=[CH:6][NH:7][C:8]=1[CH3:9].[Cl:10][C:11]1[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[C:12]=1[NH2:13]>C1(C)C(C)=CC=CC=1>[NH2:13][C:12]1[C:11]([Cl:10])=[CH:17][C:16]([CH2:3][C:4]2[N:5]=[CH:6][NH:7][C:8]=2[CH3:9])=[CH:15][C:14]=1[Cl:18]

참가 물질

4

반응물 2

HCID 118462,6-DichloroanilineHCID 124562084-(Chloromethyl)-5-methyl-1H-imidazole--hydrogen chloride (1/1)

생성물 1

HCID 204633034-(4'-Amino-3',5'-dichlorobenzyl)-5-methylimidazole

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

A mixture of 6.0 g of 4-chloromethyl-5-methylimidazole hydrochloride, 9.0 g of 2,6-dichloroaniline and 40 ml of xylene is refluxed with stirring for 3 hours. The mixture is then filtered and the precipitate is washed with xylene. The precipitate is dissolved in 50 ml of water and the pH is adjusted to 8. The solution is extracted with toluene (3×30 ml). The combined toluene extracts are washed with 10 ml of water and evaporated to dryness. The residue, which is crude 4-(4'-amino-3',5'-dichlorobenzyl)-5-methylimidazole, is converted to the hydrochloride in isopropanol with HCl-ethyl acetate. The free base is liberated from the hydrochloride in water with sodium hydroxide. The melting point of the base is 172°-175° C.

후처리

  1. temperatureis refluxed
  2. filtrationThe mixture is then filtered
  3. washthe precipitate is washed with xylene
  4. dissolutionThe precipitate is dissolved in 50 ml of water
  5. extractionThe solution is extracted with toluene (3×30 ml)
  6. washThe combined toluene extracts are washed with 10 ml of water
  7. customevaporated to dryness
  8. customis 172°-175° C.

출처 및 근거

ORD 기록
ord-f7ff9b77edfb44b587fe5279bccc2fb6
출처 데이터셋
uspto-grants-1984_04
특허 번호
US04443466

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