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

HRID 1437446

反応式

HRID 1437446 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 (8-3) 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, yielding 0.54 g (48%) of thiazol 5-carboxylic acid methyl ester (84).

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-0d4224bd8a6e48b093f211d471b80dc4
出典データセット
uspto-grants-2009_11
特許番号
US07622490B2

関連ノート

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