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

HRID 736435

반응식

HRID 736435 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

HCID 331117Methyl 1,3-thiazole-5-carboxylate수율 48.5%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

반응 조건

온도
80 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-eccbb705f0784143b2bebe17ae4e730b
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07595334B2

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