2-Amino-4-methoxy-6-methyl-1,3,5-triazine → HCID 13321775, compound

HRID 325806Notes

Reaction equation

HRID 325806 reaction equation
[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11]([N:14](C1C=CC=CC=1)[C:15](=[O:17])[O-])(=[O:13])=[O:12])[CH:2]=[CH2:3].[NH2:24][C:25]1[N:30]=[C:29]([O:31][CH3:32])[N:28]=[C:27]([CH3:33])[N:26]=1>O1CCOCC1>[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11]([NH:14][C:15]([NH:24][C:25]1[N:30]=[C:29]([O:31][CH3:32])[N:28]=[C:27]([CH3:33])[N:26]=1)=[O:17])(=[O:12])=[O:13])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 154662-Amino-4-methoxy-6-methyl-1,3,5-triazineHCID 86739356HCID 86739356, compound

Product 1

HCID 13321775HCID 13321775, compoundYield 52.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
20 °C

Procedure

A mixture of 3.33 g of N-(2-allyloxyphenylsulfonyl)phenylcarbamate and 1.4 g of 2-amino-4-methoxy-6-methyl-1,3,5-triazine in 30 ml of absolute dioxane is heated to reflux for 1/2 hour, then cooled to 20° C., filtered, evaporated to dryness, and the residue is crystallised from ether. Recrystallisation from ethyl acetate/petroleum ether (1:1) yields 2 g of N-(2-allyloxyphenylsulfonyl)-N'-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea with a melting point of 146°-147° C.

Workup

  1. temperatureis heated
  2. temperatureto reflux for 1/2 hour
  3. filtrationfiltered
  4. customevaporated to dryness
  5. customthe residue is crystallised from ether
  6. customRecrystallisation from ethyl acetate/petroleum ether (1:1)

Sources & evidence

ORD record
ord-5e6d27d051e4471786e05677f6a7bbca
Source dataset
uspto-grants-1984_04
Patent number
US04443245

Reaction notes

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