Hydrochloric Acid → (E)-N-methyl-N'-nitromethoxymethanimidamide

HRID 227841Notes

Reaction equation

HRID 227841 reaction equation
[CH3:1][O:2][C:3](=[NH:8])[NH:4][N+:5]([O-:7])=[O:6].[Cl-].[Na+].Cl.CN.[C:14](=O)([O-])O.[Na+].Cl>O>[CH3:14][NH:8][C:3](=[N:4][N+:5]([O-:7])=[O:6])[O:2][CH3:1]

Participants

7

Procedure

Into a 2000-ml, 4-necked flask equipped with a stirrer were introduced 121 g of O-methyl-N-nitroisourea, 907 g of water, 250 g of sodium chloride and 172 g of methylamine hydrochloride, and the resulting material was maintained at 20 degree centigrade. Thereafter, 8 g of sodium hydrogen carbonate was added to the mixture and the mixture was stirred at 20 degree centigrade for 16 hours. Then, while stirring the reaction mixture, 3.5 g of concentrated hydrochloric acid was added to the mixture. After, the reaction mixture was cooled with ice, the precipitated N,O-dimethyl-N′-nitroisourea was collected by filteration, washed with cold water, and then dried. 91 g of an N,O-dimethyl-N′-nitroisourea crystal with a purity of 99% was obtained. The isolated yield was 67%.

Workup

  1. customInto a 2000-ml, 4-necked flask equipped with a stirrer
  2. temperaturethe resulting material was maintained at 20 degree centigrade
  3. additionwas added to the mixture
  4. temperatureAfter, the reaction mixture was cooled with ice
  5. customthe precipitated N,O-dimethyl-N′-nitroisourea was collected by filteration
  6. washwashed with cold water
  7. customdried

Sources & evidence

ORD record
ord-b724543548c942fbac4075432894d035
Source dataset
uspto-grants-2009_07
Patent number
US07560593B2

Reaction notes

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