Acetone → N-tert-Butyl-4,6-dichloro-1,3,5-triazin-2-amine

HRID 1057258Notes

Reaction equation

HRID 1057258 reaction equation
CC(C)=O.Cl[C:6]1[N:11]=[C:10]([Cl:12])[N:9]=[C:8]([Cl:13])[N:7]=1.[C:14]([NH2:18])([CH3:17])([CH3:16])[CH3:15].[OH-].[Na+]>O>[C:14]([NH:18][C:6]1[N:11]=[C:10]([Cl:12])[N:9]=[C:8]([Cl:13])[N:7]=1)([CH3:17])([CH3:16])[CH3:15]

Participants

6

Reactant 4

HCID 180AcetoneHCID 6385Tert-ButylamineHCID 7954Cyanuric chlorideHCID 14798Sodium Hydroxide

Product 1

HCID 176454N-tert-Butyl-4,6-dichloro-1,3,5-triazin-2-amineYield 97.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

—400 ml of acetone cooled to 0° C. are added, under nitrogen stream, with 92.3 g of 2,4,6-trichloro-1,3,5-triazine, then with 38 g of tert-butylamine, always keeping the temperature at about 0° C. After keeping the resulting mixture at this temperature for 30 minutes, 66.7 g of a 30% NaOH aqueous solution, then 400 ml of water are dropped therein, and the resulting mixture is stirred for 1 hour at 0° C. After filtration and washing with water to neutral pH, the resulting precipitate is dried to obtain 108 g of 2-tert-butylamino-4,6-dichloro-1,3,5-triazine. M.p. 129-30° C.

Workup

  1. additionare added, under nitrogen stream
  2. customat about 0° C
  3. customfor 30 minutes
  4. filtrationAfter filtration
  5. washwashing with water to neutral pH
  6. customthe resulting precipitate is dried

Sources & evidence

ORD record
ord-84bb227fb08743a2a1dd6fc134b7d419
Source dataset
uspto-grants-2003_02
Patent number
US06514485B1

Reaction notes

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