反应 #75443

反应方程式

HCl

1-(4-methyl-2-nitro-1H-imidazol-1-yl)-3-methyl-2-butene

isoamyl nitrite

→

title product

3-Chloro-3-methyl-2-nitroso-1-(4-methyl-2-nitro-1H-imidazol-1-yl)butane

反应条件

后处理

1. 1
   其他in the range of 0° C. to 5° C
2. 2
   workup.ADDITIONAfter the addition the reaction mixture
3. 3
   其他The solid which formed
4. 4
   其他was removed by filtration
5. 5
   洗涤washed with ice-cold ethanol
6. 6
   workup.ADDITIONThe solid was dispersed in acetonitrile
7. 7
   过滤filtered

实验过程

Concentrated HCl (20 mL) was added from an addition flask to a mixture of 1-(4-methyl-2-nitro-1H-imidazol-1-yl)-3-methyl-2-butene (5.0 g, 25.64) and isoamyl nitrite (20 mL), keeping the temperature in the range of 0° C. to 5° C. After the addition the reaction mixture was stirred at ice-cold temperature for 30 minutes. The solid which formed was removed by filtration and washed with ice-cold ethanol. The solid was dispersed in acetonitrile, cooled to 0° C. and filtered to provide the title product as a light blue colored solid; yield: 4.97 g (62%); mp. 110-113° C. (decomp); 1H NMR (DMSO-d6) δ1.81[s, 6H, C(CH3)2], 2.16(s, 3H, imi-CH3), 5.36(s, 2H, NCH2), 7.12(s, 1H, imi-CH) and 11.98(s, 1H, NOH). MS m/e 261 (M+H)+.

来源