Urea → Methyl 5-(2-amino-1,3-oxazol-5-yl)thiophene-3-carboxylate

HRID 1914579

反応式

HRID 1914579 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:9]=[C:8]([C:10](=[O:13])[CH2:11]Br)[S:7][CH:6]=1)=[O:4].[NH2:14][C:15]([NH2:17])=O>CN(C=O)C>[CH3:1][O:2][C:3]([C:5]1[CH:9]=[C:8]([C:10]2[O:13][C:15]([NH2:17])=[N:14][CH:11]=2)[S:7][CH:6]=1)=[O:4]

参加物

4

反応物 2

HCID 1176UreaHCID 539045465-(2-Bromo-acetyl)-thiophene-3-carboxylic acid methyl ester

生成物 1

HCID 58110273Methyl 5-(2-amino-1,3-oxazol-5-yl)thiophene-3-carboxylate収率 100.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
140 °C

実験手順

5-(2-Bromo-acetyl)-thiophene-3-carboxylic acid methyl ester (0.261 g, 0.99 mmol) was dissolved in DMF (4 mL) and urea (0.131 g, 2.18 mmol) was added. The vessel was purged with nitrogen then sealed and heated by microwave irradiation at 140° C. for 10 minutes. The resultant mixture was diluted with water and extracted with ethyl acetate (×3). The organic phase was washed with lithium chloride (15% aqueous solution) then dried over sodium sulfate, filtered and evaporated to give crude 5-(2-amino-oxazol-5-yl)-thiophene-3-carboxylic acid methyl ester as an orange-brown solid (0.224 g).

後処理

  1. customThe vessel was purged with nitrogen
  2. customthen sealed
  3. additionThe resultant mixture was diluted with water
  4. extractionextracted with ethyl acetate (×3)
  5. washThe organic phase was washed with lithium chloride (15% aqueous solution)
  6. dry with materialthen dried over sodium sulfate
  7. filtrationfiltered
  8. customevaporated

出典と根拠

ORDレコード
ord-b9aa7d7fcde14863b9e04327bc67a686
出典データセット
uspto-grants-2013_12
特許番号
US08614209B2

関連ノート

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