Hydrochloric Acid → 7-Methyl-1,3-benzothiazol-6-amine

反応式

Cl[Sn]Cl.Cl.[CH3:5][C:6]1[C:14]2[S:13][CH:12]=[N:11][C:10]=2[CH:9]=[CH:8][C:7]=1[N+:15]([O-])=O.[OH-].[Na+]>>[CH3:5][C:6]1[C:14]2[S:13][CH:12]=[N:11][C:10]=2[CH:9]=[CH:8][C:7]=1[NH2:15]

参加物

反応物 4

HCID 313Hydrochloric Acid

HCID 14798Sodium Hydroxide

HCID 24479Stannous Chloride

HCID 125888347-Methyl-6-nitro-1,3-benzothiazole

生成物 1

HCID 218751347-Methyl-1,3-benzothiazol-6-amine収率 113.1%

反応条件

温度: 25 °C

実験手順

To a solution of SnCl2 (3.0 g, 3.8 mmol) and 10 mL of con.HCl was added 7-methyl-6-nitrobenzothiazole (0.68 g, 3.5 mmol) in a portion and the resulting reaction mixture was stirred for 1 h at 25° C. The reaction mixture was basified with aqueous NaOH and extracted with EtOAc and CHCl3. Combined organic layers were dried over Na2SO4 and concentrated in vacuo, yielding an oil (0.65 g, >95%) which was identified as the desired amine and subjected to a following reaction without further purification.