m-Chloroperbenzoic acid → 4H-1,2,4-Triazole, 4-methyl-3-(methylsulfinyl)-5-(2-thienyl)-

HRID 1199383ノート

反応式

HRID 1199383 の反応式
[CH3:1][N:2]1[C:6]([S:7][CH3:8])=[N:5][N:4]=[C:3]1[C:9]1[S:10][CH:11]=[CH:12][CH:13]=1.ClC1C=C(C=CC=1)C(OO)=[O:19]>C(Cl)Cl>[S:10]1[CH:11]=[CH:12][CH:13]=[C:9]1[C:3]1[N:2]([CH3:1])[C:6]([S:7]([CH3:8])=[O:19])=[N:5][N:4]=1

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 6110894H-1,2,4-Triazole, 4-methyl-3-(methylthio)-5-(2-thienyl)-

生成物 1

HCID 30880014H-1,2,4-Triazole, 4-methyl-3-(methylsulfinyl)-5-(2-thienyl)-

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a stirred, 0° C., solution of 4-methyl-5-methylthio-3-(2-thienyl)-4H-1,2,4-triazole (4.85 g, 2.29×10-2 mole) and CH2Cl2 (170 ml) was added portionwise m-chloroperoxybenzoic acid (4.95 g, 2.29×10-2 mole). After stirring at room temperature overnight the reaction was washed two times with saturated aqueous NaHCO3 and one time with saturated aqueous NaCl, and dried over anhydrous N2SO4. The drying agent was removed by filtration and the filtrate was evaporated at reduced pressure yielding an off-white solid which was purified by flash chromatography (40% acetone/EtOAc). Crystallization from EtOAc afforded small colorless plates: 2.78 g (53%), mp 105°-107° C.

後処理

  1. washwas washed two times with saturated aqueous NaHCO3 and one time with saturated aqueous NaCl
  2. customdried over anhydrous N2SO4
  3. customThe drying agent was removed by filtration
  4. customthe filtrate was evaporated at reduced pressure
  5. customyielding an off-white solid which
  6. customwas purified by flash chromatography (40% acetone/EtOAc)
  7. customCrystallization from EtOAc afforded small colorless plates

出典と根拠

ORDレコード
ord-dc97481fa9ec4fe18d3199dc6192a7d2
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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