Water → 2-Amino-4,5-bis(furan-2-yl)oxazole

HRID 2384335

反応式

HRID 2384335 の反応式
[CH:1]1[CH:5]=[C:4]([CH:6]([OH:14])[C:7]([C:9]2[O:13][CH:12]=[CH:11][CH:10]=2)=O)[O:3][CH:2]=1.[N:15]#[C:16][NH2:17].[O-]CC.[Na+].O>C(O)C>[NH2:17][C:16]1[O:14][C:6]([C:4]2[O:3][CH:2]=[CH:1][CH:5]=2)=[C:7]([C:9]2[O:13][CH:12]=[CH:11][CH:10]=2)[N:15]=1

参加物

6

反応物 4

HCID 962WaterHCID 9864CyanamideHCID 11100FuroinHCID 2723922Sodium ethoxide

生成物 1

HCID 126152352-Amino-4,5-bis(furan-2-yl)oxazole収率 31.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Furoin (0.50 g, 2.60 mmol) was dissolved in ethanol (15 mL). Cyanamide (218.8 mg, 5.20 mmol) and sodium ethoxide (530.8 mg, 7.80 mmol) were added, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into water and extracted with ethyl acetate. After the organic layer was washed with water and brine, dried over anhydrous sodium sulfate, the residue obtained by evaporation under reduced pressure was purified by chromatography on silica gel (hexane:ethyl acetate=1:1→1:2) to give the title compound (175.0 mg, 31.1%) as a dark brown crystal.

後処理

  1. extractionextracted with ethyl acetate
  2. washAfter the organic layer was washed with water and brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customthe residue obtained by evaporation under reduced pressure
  5. customwas purified by chromatography on silica gel (hexane:ethyl acetate=1:1→1:2)

出典と根拠

ORDレコード
ord-77e7a92fa3224dfba447ea629275f8f7
出典データセット
uspto-grants-2012_09
特許番号
US08263657B2

関連ノート

読み込み中…