Hydrochloric Acid → (5-(3,5-Dichlorophenylthio)-4-isopropyl-1-methyl-1H-imidazol-2-yl)methanol

HRID 1857699

反応式

HRID 1857699 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([S:9][C:10]2[N:14]([CH3:15])[C:13]([CH2:16][O:17]CC3C=CC(OC)=CC=3)=[N:12][C:11]=2[CH:27]([CH3:29])[CH3:28])[CH:5]=[C:6]([Cl:8])[CH:7]=1.Cl>C(O)C>[Cl:8][C:6]1[CH:5]=[C:4]([S:9][C:10]2[N:14]([CH3:15])[C:13]([CH2:16][OH:17])=[N:12][C:11]=2[CH:27]([CH3:29])[CH3:28])[CH:3]=[C:2]([Cl:1])[CH:7]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 221305485-(3,5-dichlorophenylthio)-1-methyl-4-isopropyl-2-(p-methoxybenzyloxymethyl)-1H-imidazole

生成物 1

HCID 473916(5-(3,5-Dichlorophenylthio)-4-isopropyl-1-methyl-1H-imidazol-2-yl)methanol収率 95%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

In 45 ml of ethanol was dissolved 9.10 g (20.1 mmol) of 5-(3,5-dichlorophenylthio)-1-methyl-4-isopropyl-2-(p-methoxybenzyloxymethyl)-1H-imidazole (17b), followed by addition of 90 ml of 6N-hydrochloric acid, and the mixture was refluxed for 1 hour. This reaction mixture was concentrated under reduced pressure to remove ethanol and the residue forming a couple of layers was extracted twice with n-hexane to remove p-methoxybenzyl chloride. The aqueous layer was extracted with methylene chloride and the extract was neutralized with an aqueous sodium bicarbonate solution and dried over magnisium sulfate. The solvent was then distilled off under reduced pressure and the residue was rinsed with isopropyl ether to provide 6.3 g (yield 95%) of [5-(3,5-dichlorophenylthio)-4-isopropyl-1-methyl-1H-imidazol-2-yl]methanol (12=Compound I-8). mp 157-158° C.

後処理

  1. temperaturethe mixture was refluxed for 1 hour
  2. concentrationThis reaction mixture was concentrated under reduced pressure
  3. customto remove ethanol
  4. customthe residue forming a couple of layers
  5. extractionwas extracted twice with n-hexane
  6. customto remove p-methoxybenzyl chloride
  7. extractionThe aqueous layer was extracted with methylene chloride
  8. dry with materialdried over magnisium sulfate
  9. distillationThe solvent was then distilled off under reduced pressure
  10. washthe residue was rinsed with isopropyl ether

出典と根拠

ORDレコード
ord-02cad7e81d104946a87e6f5f8f4c5677
出典データセット
uspto-grants-2000_11
特許番号
US06147097

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