Chloroform → Methyl 3-(1H-1,2,4-triazol-1-YL)benzoate

HRID 369178

反応式

HRID 369178 の反応式
[N:1]1[CH:6]=[N:5][CH:4]=[N:3][CH:2]=1.Cl.N([C:10]1[CH:11]=[C:12]([CH:17]=C[CH:19]=1)[C:13]([O:15][CH3:16])=[O:14])N.C(Cl)(Cl)Cl>C(O)C>[N:5]1([C:6]2[CH:17]=[C:12]([CH:11]=[CH:10][CH:19]=2)[C:13]([O:15][CH3:16])=[O:14])[CH:4]=[N:3][CH:2]=[N:1]1

参加物

5

反応物 3

HCID 6212ChloroformHCID 92621,3,5-TriazineHCID 23285088Methyl 3-hydrazinylbenzoate hydrochloride

生成物 1

HCID 22224836Methyl 3-(1H-1,2,4-triazol-1-YL)benzoate収率 76.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

1.04 g of 1,3,5-triazine was added to a solution of 3.7 g of methyl 3-hydrazinobenzoate hydrochloride in 20 ml of ethanol. The mixture was refluxed by heating, for 3 hours. The reaction mixture was allowed to cool and mixed with chloroform. The resulting insolubles were removed by filtration. The filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluant: methylene chloride/methanol=100/0 to 100/1) and then subjected to crystallization from diisopropyl ether. The crystals were collected by filtration to obtain 2.0 g of methyl 3-(1,2,4-triazol-1-yl)benzoate as colorless needle-like crystals.

後処理

  1. temperatureThe mixture was refluxed
  2. temperatureby heating, for 3 hours
  3. temperatureto cool
  4. customThe resulting insolubles were removed by filtration
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (eluant: methylene chloride/methanol=100/0 to 100/1)
  7. customsubjected to crystallization from diisopropyl ether
  8. filtrationThe crystals were collected by filtration

出典と根拠

ORDレコード
ord-4191be54d25d43f3805d5d3b5d35cb56
出典データセット
uspto-grants-2000_10
特許番号
US06136826

関連ノート

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