Methyl iodide → 4H-1,2,4-Triazole, 4-methyl-3-(methylthio)-5-(2-thienyl)-

HRID 1199379ノート

反応式

HRID 1199379 の反応式
[CH3:1]I.[CH3:3][N:4]1[C:8]([C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)=[N:7][NH:6][C:5]1=[S:14].[OH-].[Na+]>C(O)C>[S:10]1[CH:11]=[CH:12][CH:13]=[C:9]1[C:8]1[N:4]([CH3:3])[C:5]([S:14][CH3:1])=[N:6][N:7]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 7219264-Methyl-5-(thiophen-2-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione

生成物 1

HCID 6110894H-1,2,4-Triazole, 4-methyl-3-(methylthio)-5-(2-thienyl)-

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of methyl iodide (6.3 ml, 1.0×10-1 mole) in ethanol (32 ml) was added dropwise to a stirred, room temperature solution of 2,4-dihydro-4-methyl-5-(2-thienyl)-3H-1,2,4-triazole-3-thione (12.5 g, 6.34×10-2 mole) and 1 molar aqueous NaOH (142 ml, 1.42×10-1 mole). After being stirred for about 14 hours the reaction was extracted four times with EtOAc. The EtOAc extracts were combined, washed with saturated aqueous NaCl, and dried over anhydrous Na2SO4. The drying agent was removed by filtration and the filtrate was evaporated at reduced pressure giving a tacky yellow solid which was purified by flash chromatography (EtOAc). Crystallization from EtOAc gave colorless crystals: 10.5 g (78%), mp 83°-85° C.

後処理

  1. extractionwas extracted four times with EtOAc
  2. washwashed with saturated aqueous NaCl
  3. dry with materialdried over anhydrous Na2SO4
  4. customThe drying agent was removed by filtration
  5. customthe filtrate was evaporated at reduced pressure
  6. customgiving a tacky yellow solid which
  7. customwas purified by flash chromatography (EtOAc)
  8. customCrystallization from EtOAc
  9. customgave colorless crystals

出典と根拠

ORDレコード
ord-3f86df03fbc44b5a9dbbe79c5c59b5d2
出典データセット
uspto-grants-1990_02
特許番号
US04900743

反応ノート

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