تفاعل #444482

معادلة التفاعل

methyl 2-methyl-4-isopropyl-5-methylsulfonylbenzoate

guanidine

isopropylzinc chloride

methyl 2-methyl-4-bromo-5-methylsulfonylbenzoate

→

N-diaminomethylene-2-methyl-4-isopropyl-5-methylsulfonylbenzamide

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   أخرىthe solvent is then removed
2. 2
   workup.ADDITIONThe residue is treated with water
3. 3
   ترشيحthe remaining crystalline crop is filtered off with suction
4. 4
   workup.ADDITIONtreated with dil. sodium hydroxide solution
5. 5
   ترشيحThe solid residue is filtered off
6. 6
   أخرىrecrystallized from ethanol

الإجراء التجريبي

A solution of 1.4 g of methyl 2-methyl-4-isopropyl-5-methylsulfonylbenzoate [obtainable by reacting methyl 2-methyl-4-bromo-5-methylsulfonylbenzoate with isopropylzinc chloride in the presence of Pd(II) 1,1'-bis(diphenylphosphine)ferrocene chloride and CuI] and 1.5 g of guanidine in 50 ml of methanol is boiled for five hours and the solvent is then removed. The residue is treated with water and the remaining crystalline crop is filtered off with suction and treated with dil. sodium hydroxide solution. The solid residue is filtered off and recrystallized from ethanol, and N-diaminomethylene-2-methyl-4-isopropyl-5-methylsulfonylbenzamide is obtained, m.p. 220°-223°.

المصدر