Ammonia → 4,6-Dichloro-1,3,5-trazin-2-amine

HRID 246792Notes

Reaction equation

HRID 246792 reaction equation
[N:1]1[C:8]([Cl:9])=[N:7][C:5]([Cl:6])=[N:4][C:2]=1Cl.[NH3:10]>C1COCC1.COCCOCCOC>[NH2:10][C:2]1[N:1]=[C:8]([Cl:9])[N:7]=[C:5]([Cl:6])[N:4]=1

Participants

5

Reactant 2

HCID 222AmmoniaHCID 7954Cyanuric chloride

Product 1

HCID 136154,6-Dichloro-1,3,5-trazin-2-amine

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8150DiglymeSolvent

Procedure

A solution of 300 g (1.63 mol) of cyanuric chloride in 1 liter THF and 0.24 liter diglyme was cooled to 0° C. and 81.6 mL (3.36 mol) of liquid ammonia added dropwise over 90 min. keeping the temperature between 10°-15°. The mixture was stirred for one hour at -10° to 0° and then allowed to warm to ambient temperature over one hour. The resulting suspension was filtered, the solid washed with THF, the filtrate reduced to 1/2 its original volume, and poured over 1 liter of ice water to give a white solid which was collected, washed with water, and dried in vacuo to give 244.3 g of 2-amino-4,6-dichloro-1,3,5-triazine with m.p. 221°-223.5° (dec).

Workup

  1. custombetween 10°-15°
  2. filtrationThe resulting suspension was filtered
  3. washthe solid washed with THF
  4. additionpoured over 1 liter of ice water
  5. customto give a white solid which
  6. customwas collected
  7. washwashed with water
  8. customdried in vacuo

Sources & evidence

ORD record
ord-e47eaea0344e417fb6136a453ba44e00
Source dataset
uspto-grants-1987_11
Patent number
US04704159

Reaction notes

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