1,2,3,6-Tetrahydropyridine → HCID 20535131, compound

HRID 1156623Notes

Reaction equation

HRID 1156623 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH2:8])[N:5]=[C:4]([NH2:9])[N:3]=1.[NH:10]1[CH2:15][CH2:14][CH:13]=[CH:12][CH2:11]1.C(=O)(O)[O-].[Na+]>C(O)CCC>[NH2:9][C:4]1[N:5]=[C:6]([NH2:8])[N:7]=[C:2]([N:10]2[CH2:15][CH:14]=[CH:13][CH2:12][CH2:11]2)[N:3]=1

Participants

5

Reactant 3

HCID 127501,2,3,6-TetrahydropyridineHCID 188311,3,5-Triazine-2,4-diamine, 6-chloro-HCID 516892Sodium Bicarbonate

Product 1

HCID 20535131HCID 20535131, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

300 g. of 2-chloro-4,6-diamino-s-triazine, 180 g. of 1,2,5,6-tetrahydropyridine and 170 g. of sodium bicarbonate are mixed in 1700 ml. of n-butanol and heated to reflux for 18 hours. The mixture is cooled and filtered. The residue is digested three times with hot chloroform and ethanol and filtered. The filtrates are combined and concentrated, there being obtained pure 2,4-diamino-6-[3,6-dihydro-1(2H)-pyridyl]-s-triazine having a melting point of 200°-202° C.

Workup

  1. temperatureto reflux for 18 hours
  2. temperatureThe mixture is cooled
  3. filtrationfiltered
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-4e0a4b64c6d14ed3b653ab279c0b494e
Source dataset
uspto-grants-1982_06
Patent number
US04336380

Reaction notes

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