Iodoethane → 2-Ethylthio-4,5-bis-phenylthiazole

HRID 544641

反応式

HRID 544641 の反応式
[C:1]1([C:7]2[CH:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[S:10][C:9](=[S:18])[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].[CH3:21][CH2:22]CCCC.C(I)C>CN(C)P(=O)(N(C)C)N(C)C>[CH2:21]([S:18][C:9]1[S:10][C:11]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:8]=1)[CH3:22]

参加物

6

反応物 4

HCID 6340IodoethaneHCID 8058HexaneHCID 24758Sodium hydrideHCID 132096534,5-Bis-phenylthiazoline-2-thione

生成物 1

HCID 132096572-Ethylthio-4,5-bis-phenylthiazole

試薬・触媒・溶媒 1

HCID 12679Hexamethylphosphoramide溶媒

実験手順

5 g of 4,5-bis-phenylthiazoline-2-thione are dissolved in 50 ml of hexamethylphosphoric acid triamide, the solution is cooled to 5° and, while stirring, sodium hydride (0.89 g of a 50% strength suspension in mineral oil, de-oiled with hexane) is added. The mixture is stirred for 30 minutes at room temperature, then 3.18 g of ethyl iodide are slowly added dropwise and the mixture is then stirred for 30 minutes at room temperature, poured onto 1000 ml of ice-water and extracted by shaking twice with diethyl ether. The ether phases are combined, washed with water, dried over magnesium sulphate and concentrated to dryness by evaporation. The remaining pale yellow oil is dissolved in 200 ml of toluene/hexane (1:1) and filtered through 10 g of silica gel. Concentration of the eluate by evaporation yields 2-ethylthio-4,5-bis-phenylthiazole in the form of an oil.

後処理

  1. temperaturethe solution is cooled to 5°
  2. stirringThe mixture is stirred for 30 minutes at room temperature
  3. stirringthe mixture is then stirred for 30 minutes at room temperature
  4. extractionextracted
  5. stirringby shaking twice with diethyl ether
  6. washwashed with water
  7. dry with materialdried over magnesium sulphate
  8. concentrationconcentrated to dryness by evaporation
  9. dissolutionThe remaining pale yellow oil is dissolved in 200 ml of toluene/hexane (1:1)
  10. filtrationfiltered through 10 g of silica gel
  11. customConcentration of the eluate by evaporation

出典と根拠

ORDレコード
ord-f3e26a2c18624af09705317b458c68d6
出典データセット
uspto-grants-1984_05
特許番号
US04451471

関連ノート

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