Water → 2-[2,4-dichloro-5-(1-methylethoxy)phenyl]-6-methyl-1,2,4-triazine-3,5(2H,4H)-dione

HRID 1164752ノート

反応式

HRID 1164752 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([O:9][CH:10]([CH3:12])[CH3:11])=[CH:4][C:3]=1[N:13]1[C:17](=[O:18])[NH:16][C:15]([CH3:20])([CH3:19])[NH:14]1.C(O)(=O)C(C)=[O:23].O>O1CCOCC1.S(=O)(=O)(O)O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([O:9][CH:10]([CH3:12])[CH3:11])=[CH:4][C:3]=1[N:13]1[C:17](=[O:18])[NH:16][C:19](=[O:23])[C:15]([CH3:20])=[N:14]1

参加物

6

反応物 3

HCID 962WaterHCID 1060Pyruvic Acid2 回HCID 147478291-[2,4-Dichloro-5-(1-methylethoxy)phenyl]-3,3-dimethyl-1,2,4-triazolidin-5-one

生成物 1

HCID 142769432-[2,4-dichloro-5-(1-methylethoxy)phenyl]-6-methyl-1,2,4-triazine-3,5(2H,4H)-dione収率 58.6%

試薬・触媒・溶媒 2

HCID 1118Sulfuric Acid触媒HCID 312751,4-Dioxane溶媒

実験手順

To a stirred mixture of 1.0 g (0.0031 mole) of 1-[2,4-dichloro-5-(1-methylethoxy)phenyl]-3,3-dimethyl-1,2,4-triazolidin-5-one in 10 mL of p-dioxane was added 0.29 g (0.0031 mole) of pyruvic acid and one drop of concentrated sulfuric acid. The mixture was stirred at room temperature for one hour, then an additional 0.25 g (0.0029 mole) of pyruvic acid was added. The mixture was heated at 90° C. for three hours, then poured into water. The mixture was extracted with ethyl acetate, and the solvent was evaporated from the extract under reduced pressure to give an oil. The oil was purified by thin-layer preparative chromatography on silica gel, eluting with ethyl acetate:heptane (1:1). Extraction of the appropriate bands gave 0.6 g of 2-[2,4-dichloro-5-(1-methylethoxy)phenyl]-6-methyl-1,2,4-triazine-3,5(2H,4H)-dione as a solid (mp 163°-164° C.), Compound 10 in the tables.

後処理

  1. temperatureThe mixture was heated at 90° C. for three hours
  2. extractionThe mixture was extracted with ethyl acetate
  3. customthe solvent was evaporated from the
  4. extractionextract under reduced pressure
  5. customto give an oil
  6. customThe oil was purified by thin-layer preparative chromatography on silica gel
  7. washeluting with ethyl acetate:heptane (1:1)
  8. extractionExtraction of the appropriate bands

出典と根拠

ORDレコード
ord-3c56162d2a434620b7ff23639ab7645b
出典データセット
uspto-grants-1990_03
特許番号
US04906286

反応ノート

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