2-Amino-4-methoxy-6-methyl-1,3,5-triazine → HCID 13729529, compound

HRID 1632637Notes

Reaction equation

HRID 1632637 reaction equation
[F:1][C:2]([F:20])([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:14]([N:17]=[C:18]=[O:19])(=[O:16])=[O:15])[C:3]([F:6])([F:5])[F:4].[NH2:21][C:22]1[N:27]=[C:26]([O:28][CH3:29])[N:25]=[C:24]([CH3:30])[N:23]=1>O1CCOCC1>[F:20][C:2]([F:1])([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:14]([NH:17][C:18]([NH:21][C:22]1[N:27]=[C:26]([O:28][CH3:29])[N:25]=[C:24]([CH3:30])[N:23]=1)=[O:19])(=[O:15])=[O:16])[C:3]([F:6])([F:5])[F:4]

Participants

4

Reactant 2

HCID 154662-Amino-4-methoxy-6-methyl-1,3,5-triazineHCID 20268361HCID 20268361, compound

Product 1

HCID 13729529HCID 13729529, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
20 °C

Procedure

3.2 g of 2-pentafluoroethoxyphenylsulfonyl isocyanate and 1.4 g of 2-amino-4-methoxy-6-methyl-1,3,5-triazine are stirred in 40 ml of dioxane for 3 hours at 90°-100° C. The solution is then cooled to 20° C., filtered, and concentrated to about 1/4 of its volume. After addition of ether, 3.3 g of N-(2-pentafluoroethoxyphenylsulfonyl)-N'-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea crystallise from the residue. Melting point: 157°-159° C.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated to about 1/4 of its volume
  3. additionAfter addition of ether, 3.3 g of N-(2-pentafluoroethoxyphenylsulfonyl)-N'-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea
  4. customcrystallise from the residue

Sources & evidence

ORD record
ord-99f66bf0e8214149bfefab95a735cc56
Source dataset
uspto-grants-1984_10
Patent number
US04476321

Reaction notes

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