Cyanuric chloride → HCID 20437719, compound

HRID 1979936Notes

Reaction equation

HRID 1979936 reaction equation
[CH:1]([N:3]1[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1)=[O:2].[N:9]1[C:16]([Cl:17])=[N:15][C:13](Cl)=[N:12][C:10]=1[Cl:11].C(=O)(O)[O-].[Na+]>CC(C)=O>[Cl:11][C:10]1[N:9]=[C:16]([Cl:17])[N:15]=[C:13]([N:6]2[CH2:7][CH2:8][N:3]([CH:1]=[O:2])[CH2:4][CH2:5]2)[N:12]=1

Participants

5

Reactant 3

HCID 7954Cyanuric chlorideHCID 821911-PiperazinecarboxaldehydeHCID 516892Sodium Bicarbonate

Product 1

HCID 20437719HCID 20437719, compoundYield 35.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

1-Formylpiperazine (5.0 g) in dry acetone (28 ml) was added dropwise to a stirred suspension of cyanuric chloride (6.2 g) and sodium bicarbonate (2.58 g) in dry acetone (153 ml) at -35°. The reaction mixture was stirred at -30° for 13/4 hours. Insoluble material was removed by filtration and washed with acetone. The combined filtrate and washings were evaporated in vacuo and the residue taken up in methylene chloride, filtered and the filtrate evaporated in vacuo. The resulting solid was re-crystallized twice from ethyl acetate to give in two fractions 4,6-dichloro-2-(4-formylpiperazino)1,3,5-triazine (3.1 g) m.p. 163°-165°.

Workup

  1. customInsoluble material was removed by filtration
  2. washwashed with acetone
  3. customThe combined filtrate and washings were evaporated in vacuo
  4. filtrationfiltered
  5. customthe filtrate evaporated in vacuo
  6. customThe resulting solid was re-crystallized twice from ethyl acetate

Sources & evidence

ORD record
ord-5efe7a24f64047beb3cb16c669ddf52f
Source dataset
uspto-grants-1984_11
Patent number
US04483857

Reaction notes

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