Nitric Acid → HCID 21176250, compound
Reaction equation
[NH2:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][C:8]([N+:14]([O-:16])=[O:15])=[CH:7][C:3]=1[C:4](N)=[O:5].C12C(=CC=CC=1)NC(=O)[O:20][C:18]2=[O:19].[N+]([O-])(O)=O.OS(O)(=O)=O.O=S(=O)=O.S(=O)(=O)=O>>[N+:11]([C:10]1[CH:9]=[C:8]([N+:14]([O-:16])=[O:15])[CH:7]=[C:3]2[C:4]([O:20][C:18](=[O:19])[NH:1][C:2]=12)=[O:5])([O-:13])=[O:12]Participants
6
Procedure
A process for the manufacture of 2-amino-3,5-dinitrobenzamide which comprises nitrating at -20° C. to 80° C. isatoic anhydride dissolved in an inert organic solvent with an acid mixture consisting of 85-100% strength nitric acid and oleum, said acid mixture containing 0.5 to 20 moles of sulfur trioxide per mole of nitric acid, to produce 3,5-dinitroisatoic anhydride, allowing the reaction mixture to separate into an organic phase and an acid phase containing the 3,5-dinitroisatoic anhydride, adding 20-30% strength aqueous ammonia to the resultant acid phase in an amount of 9 to 25 moles of ammonia per mol of isatoic anhydride, and reacting the ammonia and the acid phase to produce a high yield of 2-amino-3,5-dinitrobenzamide.
Workup
- customcomprises nitrating at -20° C. to 80° C.
- dissolutiondissolved in an inert organic solvent with an acid mixture
Sources & evidence
- ORD record
- ord-ff4bbf1687aa4537b07801d807aa6551
- Source dataset
- uspto-grants-1977_06
- Patent number
- US04032571
Reaction notes
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