N-{[5-(2-chloroacetyl)furan-2-yl]methyl}acetamide → 4-(5-Acetylaminomethylfuran-2-yl)-2-(diaminomethyleneamino)thiazole

HRID 1033048

反応式

HRID 1033048 の反応式
[C:1]([NH:4][CH2:5][C:6]1[O:10][C:9]([C:11](=O)[CH2:12]Cl)=[CH:8][CH:7]=1)(=[O:3])[CH3:2].[NH2:15][C:16](=[N:18][C:19]([NH2:21])=[S:20])[NH2:17]>C(O)C>[C:1]([NH:4][CH2:5][C:6]1[O:10][C:9]([C:11]2[N:21]=[C:19]([N:18]=[C:16]([NH2:17])[NH2:15])[S:20][CH:12]=2)=[CH:8][CH:7]=1)(=[O:3])[CH3:2]

参加物

4

反応物 2

HCID 2393628N-{[5-(2-chloroacetyl)furan-2-yl]methyl}acetamideHCID 2724563Amidinothiourea

生成物 1

HCID 117783664-(5-Acetylaminomethylfuran-2-yl)-2-(diaminomethyleneamino)thiazole収率 46.6%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 5-acetylaminomethyl-2-chloroacetylfuran (39.9 g) and diaminomethylenethiourea (21.9 g) in ethanol (400 ml) was refluxed for two hours with stirring. The solvent was evaporated in vacuo and the residue was dissolved in water (300 ml). The solution was basified with an aqueous potassium carbonate. The resulting precipitate was collected by filtration, washed with water and recrystallized from a mixture of methanol, tetrahydrofuran and diisopropyl ether to afford 4-(5-acetylaminomethylfuran-2-yl)-2-(diaminomethyleneamino)thiazole (24.1 g).

後処理

  1. customThe solvent was evaporated in vacuo
  2. dissolutionthe residue was dissolved in water (300 ml)
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with water
  5. customrecrystallized from a mixture of methanol, tetrahydrofuran and diisopropyl ether

出典と根拠

ORDレコード
ord-8a22acb0dcf145649c406210ab4bf3a1
出典データセット
uspto-grants-1994_05
特許番号
US05308857

関連ノート

読み込み中…