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

HRID 1033048

반응식

HRID 1033048 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-8a22acb0dcf145649c406210ab4bf3a1
출처 데이터셋
uspto-grants-1994_05
특허 번호
US05308857

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