Formaldehyde → 153719-38-1

HRID 1441273Notes

Reaction equation

HRID 1441273 reaction equation
C=O.[CH3:3][NH:4][C:5]([NH:7][N+:8]([O-:10])=[O:9])=[NH:6].C(N(CC)CC)C.[O:18]1[CH2:23]COC[CH2:19]1>C1(C)C=CC=CC=1>[CH3:3][N:4]1[C:5](=[N:7][N+:8]([O-:10])=[O:9])[NH:6][CH2:23][O:18][CH2:19]1

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 8471TriethylamineHCID 312751,4-DioxaneHCID 178485186HCID 178485186, compound

Product 1

HCID 136277959153719-38-1

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

30.5 g of paraformaldehyde are added, at room temperature, to a mixture of 20 g of N-methyl-N′-nitroguanidine, 17 g of triethylamine, 100 ml of dioxane and 100 ml of toluene, and the mixture is refluxed for 16 hours and subsequently evaporated in vacuo. The residue is purified by column chromatography [silica gel; dichloromethane/methanol (95:5)], giving the title compound which melts at 137 to 139°.

Workup

  1. temperaturethe mixture is refluxed for 16 hours
  2. customsubsequently evaporated in vacuo
  3. customThe residue is purified by column chromatography [silica gel; dichloromethane/methanol (95:5)]

Sources & evidence

ORD record
ord-d5487785da654b1c84418907b3701fee
Source dataset
uspto-grants-2010_02
Patent number
US07655650B2

Reaction notes

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