تفاعل #162830

معادلة التفاعل

cyclopropylamine

N,N-carbonyldiimidazole

triethylamine

2-fluoro-4-iodoaniline

→

1-cyclopropyl-3-(2-fluoro-4-iodophenyl)urea

المردود 93.4%

المذيبات

N,N-dimethylformamide

N,N-dimethylformamide

water toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooling
2. 2
   workup.ADDITIONAfter the completion of the dropwise addition
3. 3
   workup.STIRRINGthe mixture was stirred at room temperature for 18 hrs
4. 4
   درجة الحرارةcooled
5. 5
   workup.STIRRINGThe reaction mixture was stirred at room temperature for 1 hr
6. 6
   workup.STIRRINGwith stirring
7. 7
   ترشيحThe precipitated crystals were collected by filtration
8. 8
   أخرىdried

الإجراء التجريبي

Under a nitrogen atmosphere, to N,N-carbonyldiimidazole (39.9 g) were added N,N-dimethylformamide (200 ml) and triethylamine (34.3 ml) and a solution of 2-fluoro-4-iodoaniline 47 (48.5 g) in N,N-dimethylformamide (50 ml) was added dropwise with stirring under ice-cooling. After the completion of the dropwise addition, the mixture was stirred at room temperature for 18 hrs. The reaction mixture was ice-cooled, and cyclopropylamine (21.3 ml) was added dropwise. The reaction mixture was stirred at room temperature for 1 hr and added dropwise to water-toluene [2:1 (volume ratio), 750 ml] with stirring. The precipitated crystals were collected by filtration and dried to give 1-cyclopropyl-3-(2-fluoro-4-iodophenyl)urea 48 (61.3 g, yield 93.4%) as colorless crystals.

المصدر