Ammonia → 2-Amino-4,6-dimethoxy-1,3,5-triazine

HRID 2308020Notes

Reaction equation

HRID 2308020 reaction equation
CO[C:3]1[N:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][CH3:12])[N:4]=1.[NH3:13]>O>[NH2:13][C:3]1[N:4]=[C:5]([O:11][CH3:12])[N:6]=[C:7]([O:9][CH3:10])[N:8]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 134192,4,6-Trimethoxy-1,3,5-triazine

Product 1

HCID 278402-Amino-4,6-dimethoxy-1,3,5-triazine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 10.1 g (0.059 mole) of 2,4,6-trimethoxy-1,3,5-triazine and water (100 mL) was stirred at 25° C. while 110 mL of 28% aqueous ammonia was added. The mixture was held at 48-51° C. for two hours before it was cooled to 25° C. and the insoluble white crystals were removed. The product was washed with water and dried to give 7.84 g (86%), mp 218-221° C. 1H NMR (DMSO-d): 3.81 (s, 6H); 7.38 (s, 2H). 13C NMR (DMSO-d6): 53.9, 169.0, 171.9.

Workup

  1. additionwas added
  2. customthe insoluble white crystals were removed
  3. washThe product was washed with water
  4. customdried
  5. customto give 7.84 g (86%), mp 218-221° C

Sources & evidence

ORD record
ord-a03c68309f2a430cba06823b75a4fb47
Source dataset
uspto-grants-2004_12
Patent number
US06833454B1

Reaction notes

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