تفاعل #1509574

معادلة التفاعل

NaHCO3

Sodium azide

3-bromo-N-methyl-5-nitro-benzamide

triflic anhydride

→

title compound

المردود 44.1%

5-(3-Bromo-5-nitro-phenyl)-1-methyl-1H-tetrazole

المردود 44.1%

المذيبات

DCM

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGstirred further overnight
2. 2
   أخرىthe reaction
3. 3
   استخلاصthe mixture extracted into EtOAc
4. 4
   أخرىThe organic layer was separated
5. 5
   أخرىdried
6. 6
   تركيزconcentrated in vacuum
7. 7
   أخرىthe residue purified by flash chromatography (9:1 to 2:8 cyclohexane:EtOAc)

الإجراء التجريبي

To a solution of 3-bromo-N-methyl-5-nitro-benzamide (0.6 g) in DCM (15 ml) at −15° C. was added triflic anhydride (0.6 ml) and the reaction stirred for 30 min. Sodium azide (226 mg) was added and the reaction allowed to warm to room temperature and stirred further overnight. NaHCO3(aq) was added to neutralise the reaction and the mixture extracted into EtOAc. The organic layer was separated, dried and concentrated in vacuum and the residue purified by flash chromatography (9:1 to 2:8 cyclohexane:EtOAc) to give the title compound (290 mg). Rf=0.51 (3:2 cyclohexane:EtOAc).

المصدر