Ammonia → Ethanamine, N-nitro-

HRID 434192

Reaction equation

HRID 434192 reaction equation
CN.[CH2:3]([NH2:5])[CH3:4].[OH-].[Na+].[N+:8]([O-:11])([OH:10])=[O:9].N>C(O)C>[CH3:3][NH:5][N+:8]([O-:10])=[O:9].[CH2:3]([NH:5][N+:8]([O-:11])=[O:9])[CH3:4]

Participants

8

Reactant 5

HCID 222AmmoniaHCID 944Nitric AcidHCID 6329MethylamineHCID 6341EthylamineHCID 14798Sodium Hydroxide

Product 2

HCID 29422Ethanamine, N-nitro-HCID 421670Methanamine, N-nitro-

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In another proposed method for synthesis of the aforementioned mixture of three dinitro-diaza-alkanes, methylamine or ethylamine is reacted with a chloroformic acid ester using sodium hydroxide solution to form an intermediate product which is then nitrated with nitric acid. The nitration product is reacted by means of ammonia and ethanol at reflux to form methylnitroamine or ethylnitroamine, which is then condensed to form the dinitro-diaza-alkanes as in the preceding method. In this process, the next-to-last step in the synthesis of the nitroamines is very complicated and time-intensive, so that it cannot be implemented on a large scale industrially.

Workup

  1. customto form an intermediate product which
  2. temperatureat reflux

Sources & evidence

ORD record
ord-276bef1a543a44118119ddf19add9c70
Source dataset
uspto-grants-2003_12
Patent number
US06670506B2

Linked notes

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