Reaction #4609

Reaction equation

methanol

4-(5-bromo-2-pyrimidinyloxy)-3-chloroaniline

2-nitrobenzoylisocyanate

water

→

desired product

Yield 84.5%

N-(2-nitrobenzoyl)-N'-[4-(5-bromo-2-pyrimidinyloxy)-3-chlorophenyl]urea

Yield 84.5%

Solvents

dioxane

dioxane

Conditions

Workup

1. 1
   OtherInto a flask, a solution obtained
2. 2
   workup.ADDITIONwas introduced
3. 3
   Othera solution obtained
4. 4
   workup.ADDITIONwas dropwise added
5. 5
   Otherthe mixture was reacted at room temperature for 9 hours
6. 6
   OtherAfter the completion of the reaction
7. 7
   Filtrationsubjected to filtration
8. 8
   Washwashed with hot water
9. 9
   OtherThe crystals thereby obtained
10. 10
    Filtrationsubjected to filtration again

Procedure

Into a flask, a solution obtained by dissolving 6.80 g of the above 4-(5-bromo-2-pyrimidinyloxy)-3-chloroaniline in 30 ml of dioxane, was introduced, and a solution obtained by dissolving 5.76 g of 2-nitrobenzoylisocyanate in 30 ml of dioxane, was dropwise added thereto, and then the mixture was reacted at room temperature for 9 hours. After the completion of the reaction, the product was poured into water, subjected to filtration and washed with hot water. The crystals thereby obtained were put into methanol, and stirred, and then subjected to filtration again, to obtain 9.42 g of the desired product having a melting point of from 234 to 236° C.

Source