Cyanuric chloride → 2,2'-((4,6-Dichloro-1,3,5-triazin-2-yl)imino)bisethanol

HRID 268156Notes

Reaction equation

HRID 268156 reaction equation
[N:1]1[C:8]([Cl:9])=[N:7][C:5](Cl)=[N:4][C:2]=1[Cl:3].C(=O)(O)[O-].[Na+].[NH:15]([CH2:19][CH2:20][OH:21])[CH2:16][CH2:17][OH:18]>CC(C)=O>[Cl:9][C:8]1[N:1]=[C:2]([Cl:3])[N:4]=[C:5]([N:15]([CH2:19][CH2:20][OH:21])[CH2:16][CH2:17][OH:18])[N:7]=1

Participants

5

Reactant 3

HCID 7954Cyanuric chlorideHCID 8113DiethanolamineHCID 516892Sodium Bicarbonate

Product 1

HCID 834492,2'-((4,6-Dichloro-1,3,5-triazin-2-yl)imino)bisethanol

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
10 °C

Procedure

25 Grams cyanuric chloride was dissolved in 145 ml. acetone and the solution poured over 100 grams of ice. Sodium bicarbonate (12.4 grams) was added. While maintaining the temperature at 10°C., diethanolamine (15.5 grams) was added dropwise over a period of about 30 minutes. The temperature was raised to 20°-25°C. and the mixture stirred for about 1 hour. The reaction mixture was filtered, washed witth water and dried to give 31.4 grams of product.

Workup

  1. temperatureThe temperature was raised to 20°-25°C.
  2. filtrationThe reaction mixture was filtered
  3. washwashed witth water
  4. customdried

Sources & evidence

ORD record
ord-fd0b8604ae7a4bc19d001f0efa50a82e
Source dataset
uspto-grants-1976_03
Patent number
US03947374

Reaction notes

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