Ethanol → 1-(2-Chloro-5-pyridylmethyl)-5-ethyl-2-nitroiminohexahydro-1,3,5-triazine

HRID 635172Notes

Reaction equation

HRID 635172 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH:9][C:10]([NH:12][N+:13]([O-:15])=[O:14])=[NH:11])=[CH:4][N:3]=1.[CH2:16]([NH2:18])C.[CH2:19]=O.[CH2:21](O)[CH3:22]>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[CH2:16][N:18]([CH2:21][CH3:22])[CH2:19][NH:11][C:10]2=[N:12][N+:13]([O-:15])=[O:14])=[CH:4][N:3]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 712FormaldehydeHCID 6341EthylamineHCID 178512104HCID 178512104, compound

Product 1

HCID 1364010701-(2-Chloro-5-pyridylmethyl)-5-ethyl-2-nitroiminohexahydro-1,3,5-triazine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirring mixture of 1 g of 1-(2-chloro-5-pyridylmethyl)-3-nitroguanidine, 0.28 g of 70% ethylamine in water and 20 ml of ethanol, 0.71 g of 37% formalin solution was added dropwise with heating. The reaction mixture was heated under reflux for two hours. After being allowed to cool to room temperature, the crystals formed, which were filtrated off and recrystallized from methanol to obtain 1.15 g of the title compound. This compound is No. 2 in Table 1. m.p.: 124-125° C.

Workup

  1. additionwas added dropwise
  2. temperaturewith heating
  3. temperatureThe reaction mixture was heated
  4. temperatureunder reflux for two hours
  5. customthe crystals formed
  6. filtrationwhich were filtrated off
  7. customrecrystallized from methanol

Sources & evidence

ORD record
ord-9b8890ccb9ef4a74bfcb4ffe1e265c48
Source dataset
uspto-grants-2001_02
Patent number
US06187773B1

Reaction notes

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