Isoamyl Nitrite → Methyl 1,3-thiazole-5-carboxylate

HRID 736435

反応式

HRID 736435 の反応式
N(OCCC(C)C)=O.[CH3:9][O:10][C:11]([C:13]1[S:17][C:16](N)=[N:15][CH:14]=1)=[O:12].C(OCC)(=O)C>O1CCOCC1>[CH3:9][O:10][C:11]([C:13]1[S:17][CH:16]=[N:15][CH:14]=1)=[O:12]

参加物

5

反応物 3

HCID 8053Isoamyl NitriteHCID 8857Ethyl AcetateHCID 238005Methyl 2-aminothiazole-5-carboxylate

生成物 1

HCID 331117Methyl 1,3-thiazole-5-carboxylate収率 48.5%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

反応条件

温度
80 °C

実験手順

The mixture of 2.15 g of isoamyl nitrite and 10 ml of dioxane was stirred at 80° C. under a nitrogen atmosphere. A solution of 1.23 g of 2-aminothiazole-5-carboxylic acid methyl ester (7-3) in 20 ml of dioxane was added drop wise. The mixture was refluxed for 2 hours. After cooling to room temperature 30 ml of ethyl acetate was added. The mixture was washed with brine and dried and the solvent evaporated under reduced pressure. The crude product is purified on silica, thus yielding 0.54 g (48%) of thiazol 5-carboxylic acid methyl ester (7-4).

後処理

  1. temperatureThe mixture was refluxed for 2 hours
  2. additionwas added
  3. washThe mixture was washed with brine
  4. customdried
  5. customthe solvent evaporated under reduced pressure
  6. customThe crude product is purified on silica

出典と根拠

ORDレコード
ord-eccbb705f0784143b2bebe17ae4e730b
出典データセット
uspto-grants-2009_09
特許番号
US07595334B2

関連ノート

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