Acetic Acid → 1,3,5-Triazin-2-amine, 4-methoxy-N,6-dimethyl-

HRID 1251536Notes

Reaction equation

HRID 1251536 reaction equation
CO[C:3]1[N:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([CH3:11])[N:4]=1.[CH3:12][NH2:13].C(O)(=O)C>O>[CH3:10][O:9][C:7]1[N:6]=[C:5]([CH3:11])[N:4]=[C:3]([NH:13][CH3:12])[N:8]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 6329Methylamine3×HCID 199041,3,5-Triazine, 2,4-dimethoxy-6-methyl-

Product 1

HCID 1607791,3,5-Triazin-2-amine, 4-methoxy-N,6-dimethyl-Yield 93%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5000 g of a 40% by weight strength methanolic solution of 2,4-dimethoxy-6-methyl-1,3,5-triazine are initially charged and then, at from 5 to 10° C., admixed with a 40% by weight strength aqueous methylamine solution to neutralize the acetic acid, establishing a pH of from 7.2 to 7.5 (glass electrode). At from 13 to 15° C., 1500 g of a 40% by weight strength aqueous methylamine solution are then introduced over a period of 8 hours. After the addition of the methylamine solution has ended, stirring is continued at 14° C. for another 4 hours and then with water-cooling for 12 hours. The reaction product is subsequently filtered off with suction using a nutsch filter and washed with 5×900 ml of a 2% by weight strength methylamine solution and finally with 4×900 ml of water. The yield of 2-methoxy-4-methyl-6-methylamino-1,3,5-triazine, based on the dried product, is 1850 g (yield: about 93%).

Workup

  1. customat from 5 to 10° C.
  2. filtrationThe reaction product is subsequently filtered off with suction
  3. filtrationa nutsch filter
  4. washwashed with 5×900 ml of a 2% by weight strength methylamine solution and finally with 4×900 ml of water

Sources & evidence

ORD record
ord-1cdecd89dc514eb8a45485efd976c0b0
Source dataset
uspto-grants-2002_01
Patent number
US06342600B1

Reaction notes

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