2-Pyrimidinamine, 4-chloro-6-methoxy- → HCID 13729475, compound

HRID 904603Notes

Reaction equation

HRID 904603 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]=[C:16]=[O:17])(=[O:14])=[O:13].[NH2:18][C:19]1[N:24]=[C:23]([Cl:25])[CH:22]=[C:21]([O:26][CH3:27])[N:20]=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:18][C:19]1[N:24]=[C:23]([Cl:25])[CH:22]=[C:21]([O:26][CH3:27])[N:20]=1)=[O:17])(=[O:14])=[O:13]

Participants

4

Reactant 2

HCID 798112-Pyrimidinamine, 4-chloro-6-methoxy-HCID 204396542-(2-Methoxyethoxy)benzene-1-sulfonyl isocyanate

Product 1

HCID 13729475HCID 13729475, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
20 °C

Procedure

A mixture consisting of 5.15 g of 2-methoxyethoxy-phenylsulfonyl isocyanate, 3.2 g of 2-amino-4-chloro-6-methoxy-pyrimidine and 70 ml of absolute dioxane is stirred for 3 hours at a temperature of 60°-70° C. The reaction mixture is cooled to a temperature of 20° C., treated with activated carbon, filtrated and evaporated to 1/4 of the original volume. After addition of 50 ml ether to the residue, 5.6 g of N-(2-methoxyethoxy-phenylsulfonyl)-N'-(4-chloro-6-methoxy-pyrimidin-2-yl)urea are obtained in the form of crystals having a melting point of 166°-168° C.

Workup

  1. additiontreated with activated carbon
  2. filtrationfiltrated
  3. customevaporated to 1/4 of the original volume
  4. additionAfter addition of 50 ml ether to the residue, 5.6 g of N-(2-methoxyethoxy-phenylsulfonyl)-N'-(4-chloro-6-methoxy-pyrimidin-2-yl)urea
  5. customare obtained in the form of crystals

Sources & evidence

ORD record
ord-20db9204182048a0b0d6dbe63dab0019
Source dataset
uspto-grants-1983_12
Patent number
US04419121

Reaction notes

Loading…