Selenium Dioxide → Ethyl 2-(2-t-pentyloxycarbonylamino-1,3-thiazol-4-yl)glyoxylate

HRID 325364ノート

反応式

HRID 325364 の反応式
[Se](=O)=[O:2].[C:4]([O:9][C:10]([NH:12][C:13]1[S:14][CH:15]=[C:16]([CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[N:17]=1)=[O:11])([CH2:7][CH3:8])([CH3:6])[CH3:5]>O1CCOCC1.O>[C:4]([O:9][C:10]([NH:12][C:13]1[S:14][CH:15]=[C:16]([C:18](=[O:2])[C:19]([O:21][CH2:22][CH3:23])=[O:20])[N:17]=1)=[O:11])([CH2:7][CH3:8])([CH3:6])[CH3:5]

参加物

6

反応物 3

HCID 24007Selenium Dioxide2 回HCID 19978738Ethyl 2-(2-t-pentyloxycarbonylamino-1,3-thiazol-4-yl)acetateHCID 178470763HCID 178470763、化合物

生成物 1

HCID 19978748Ethyl 2-(2-t-pentyloxycarbonylamino-1,3-thiazol-4-yl)glyoxylate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒2 回

実験手順

To a solution of selenium dioxide (0.11 g.) in a mixture of dioxane (2.5 ml.) and water (0.1 ml.) was added a mixture of ethyl 2-(2-tert-pentyloxycarbonylamino-1,3-thiazol-4-yl)acetate, which can be represented as ethyl 2-(tert-pentyloxycarbonylimino-2,3-dihydro-1,3-thiazol-4-yl)acetate, (0.3 g.) and dioxane (2.5 ml.) at 110° C. with stirring. The mixture was stirred for 30 minutes at the same temperature, and selenium dioxide (0.055 g.) was further added thereto and then the mixture was stirred for 1.5 hours at the same temperature. After the reaction, the reaction liquid is separated by decantation, and the residue was washed with a small amount of dioxane. The reaction liquid and washing are combined together, and then the solvents were distilled off. The residue was dissolved in ethyl acetate. The solution was washed with water and dried and then the solvent was distilled off to give brown oil of ethyl 2-(2-tert-pentyloxycarbonylamino-1,3-thiazol-4-yl)glyoxylate, which can be represented as ethyl 2-(tert-pentyloxycarbonylimino-2,3-dihydro-1,3-thiazol-4-yl)glyoxylate, (0.22 g.).

後処理

  1. additionwas added
  2. additionwas further added
  3. stirringthe mixture was stirred for 1.5 hours at the same temperature
  4. customAfter the reaction
  5. customthe reaction liquid
  6. customis separated by decantation
  7. washthe residue was washed with a small amount of dioxane
  8. customThe reaction liquid
  9. washwashing
  10. distillationthe solvents were distilled off
  11. dissolutionThe residue was dissolved in ethyl acetate
  12. washThe solution was washed with water
  13. customdried
  14. distillationthe solvent was distilled off

出典と根拠

ORDレコード
ord-de11be3b6e8a4b748c9acfd9f62e62f0
出典データセット
uspto-grants-1984_04
特許番号
US04440766

反応ノート

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