Methanol → 4-Chloro-6-methoxy-1,3,5-triazin-2-amine

HRID 246793Notes

Reaction equation

HRID 246793 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4](Cl)[N:3]=1.[OH-:10].[K+].[CH3:12]O>>[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([O:10][CH3:12])[N:3]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 136154,6-Dichloro-1,3,5-trazin-2-amineHCID 14797Potassium Hydroxide

Product 1

HCID 236894-Chloro-6-methoxy-1,3,5-triazin-2-amine

Procedure

To a suspension of 50.0 g (0.3 mol) of 2-amino-4,6-dichloro-1,3,5-triazine in 600 mL of methanol was added portionwise 19.5 g (0.3 mol) of 85% potassium hydroxide pellets with the temperature being kept between 15°-20°. The resulting suspension was stirred at 10°-15° for one hour and then allowed to warm to room temperature over 1.5 hours. The white solid was collected, washed three times with water, and dried in vacuo to give 37.1 g of 2-amino-4-chloro-6-methoxy-1,3,5-triazine with m.p. 221°-223.5° (dec).

Workup

  1. custombeing kept between 15°-20°
  2. customThe white solid was collected
  3. washwashed three times with water
  4. customdried in vacuo

Sources & evidence

ORD record
ord-65e3e81a9e924f0388f8ff7b9aa5ad43
Source dataset
uspto-grants-1987_11
Patent number
US04704159

Reaction notes

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