4-Methoxy-6-methylpyrimidin-2-amine → HCID 13729478, compound

HRID 904602Notes

Reaction equation

HRID 904602 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[S:12]([N:15](C1C=CC=CC=1)[C:16](=[O:18])[O-])(=[O:14])=[O:13].[NH2:25][C:26]1[N:31]=[C:30]([O:32][CH3:33])[CH:29]=[C:28]([CH3:34])[N:27]=1>O1CCOCC1>[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[S:12]([NH:15][C:16]([NH:25][C:26]1[N:31]=[C:30]([O:32][CH3:33])[CH:29]=[C:28]([CH3:34])[N:27]=1)=[O:18])(=[O:13])=[O:14]

Participants

4

Reactant 2

HCID 5872364-Methoxy-6-methylpyrimidin-2-amineHCID 86739138HCID 86739138, compound

Product 1

HCID 13729478HCID 13729478, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
20 °C

Procedure

4.6 g of N-(2-methoxyethoxy-phenylsulfonyl)phenylcarbamate and 1.8 g of 2-amino-4-methoxy-6-methyl-pyrimidine are refluxed in 40 ml of dioxane for 4 hours. The reaction mixture is cooled to a temperature of 20° C., filtrated and evaporated to dryness. The residue is crystallised from a dioxane/ether mixture (1:10) yielding 4.1 g of N-(2-methoxyethoxy-phenylsulfonyl)N'-(4-methoxy-6-methyl-pyrimidin-2-yl)urea with a melting point of 160°-162° C.

Workup

  1. filtrationfiltrated
  2. customevaporated to dryness
  3. customThe residue is crystallised from a dioxane/ether mixture (1:10)

Sources & evidence

ORD record
ord-4e27b7b5d99a42369b2e03525dc889d5
Source dataset
uspto-grants-1983_12
Patent number
US04419121

Reaction notes

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