反応 #46054

反応方程式

5-Nitro-1H-benzotriazole

Nitric acid

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[ 19 ]

収率 67.0%

5,6-Dinitro-1H-benzotriazole

収率 67.0%

溶媒

sulphuric acid

反応条件

後処理

1. 1
   その他at 115° C.
2. 2
   その他overnight
3. 3
   温度The solution was cooled to room temperature
4. 4
   workup.ADDITIONpoured over ice
5. 5
   その他to precipitate a pale yellow solid
6. 6
   ろ過The solid was collected by filtration
7. 7
   洗浄washed with copious amounts of water until neutral

実験手順

5-Nitro-1H-benzotriazole was dissolved in conc. sulphuric acid (60 ml) and cooled to 0° C. in an ice bath. Nitric acid (60 ml, excess) was added drop wise to the cooled solution over a period of 20 minutes. Stirring was continued for another 15 minutes at 0° C. and then at 115° C. overnight, by which time TLC (A) indicated the conversion of starting material. The solution was cooled to room temperature and poured over ice to precipitate a pale yellow solid and a clear yellow solution. The solid was collected by filtration and washed with copious amounts of water until neutral to afford [19] in 67% yield. Rf (A) 0.34; δH(400 MHZ; DMSO-d6) 9.02 (2H, s, BT); m/z (FAB) 210.02695 [(M+H)+ calc. for C6H4N5O4 210.02633].

出典