Water → HCID 577823、化合物

HRID 908578ノート

反応式

HRID 908578 の反応式
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([OH:8])=O.C1(N=C=NC2CCCCC2)CCCCC1.O[NH:25][C:26](=[NH:33])[C:27]1[CH:32]=[CH:31][CH:30]=[N:29][CH:28]=1.O>ClCCl>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:8][N:33]=[C:26]([C:27]2[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=2)[N:25]=1

参加物

6

反応物 4

HCID 962WaterHCID 69192-Furancarboxylic acidHCID 10868DicyclohexylcarbodiimideHCID 178513339HCID 178513339、化合物

生成物 1

HCID 577823HCID 577823、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
2.5 °C

実験手順

Furan-2-carboxylic acid (0.8 g; 7 mmol) in 15 ml of dichloromethane was cooled to 0° C., and 0.76 g of 1,3-dicyclohexylcarbodimide (4 mmol) was added slowly. The reaction mixture was stirred at 0-5° C. for 2 hours and filtered. The filtrate was evaporated, the residue was dissolved in 15 ml of pyridine and added 0.43 g of N-hydroxy-nicotinamidine (3.2 mmol). The reaction mixture was heated at reflux until the reaction was finished (measured by TLC), then cooled to room temperature and poured into 100 ml of water. The precipitate was isolated by filtration and dried under vacuum. The product was isolated by column chromatography. Yield 0.23 g (15%). Mp. 110-114° C.

後処理

  1. filtrationfiltered
  2. customThe filtrate was evaporated
  3. dissolutionthe residue was dissolved in 15 ml of pyridine
  4. temperatureThe reaction mixture was heated
  5. temperatureat reflux until the reaction
  6. temperaturecooled to room temperature
  7. customThe precipitate was isolated by filtration
  8. customdried under vacuum
  9. customThe product was isolated by column chromatography

出典と根拠

ORDレコード
ord-e3622b2c81cb4befa2f43bc4f021a44f
出典データセット
uspto-grants-2011_09
特許番号
US08017631B2

反応ノート

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