تفاعل #75141

معادلة التفاعل

1-bromo-3-chloropropane

1,3-dihydro-1-(1-methylethenyl)-2H-benzimidazol-2-one

sodium hydride

→

1-(3-chloropropyl)-1,3-dihydro-3-(1-methylethenyl)-2H-benzimidazol-2-one

المردود 44.0%

المذيبات

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe whole is cooled to 0°-5° C.
2. 2
   workup.STIRRINGUpon completion, stirring
3. 3
   workup.WAITis continued for 3 hours at room temperature
4. 4
   workup.ADDITIONThe reaction mixture is poured
5. 5
   أخرىonto crushed ice
6. 6
   استخلاصthe product is extracted with methylbenzene
7. 7
   غسيلThe extract is washed with water
8. 8
   أخرىdried
9. 9
   ترشيحfiltered
10. 10
    أخرىevaporated
11. 11
    أخرىThe residue is crystallized from 2-propanol

الإجراء التجريبي

To a stirred solution of 8.5 parts of 1,3-dihydro-1-(1-methylethenyl)-2H-benzimidazol-2-one in 45 parts of N,N-dimethylformamide are added portionwise 1.7 parts of a sodium hydride dispersion 78%. After stirring for 1 hour at room temperature, the whole is cooled to 0°-5° C. and 8.65 parts of 1-bromo-3-chloropropane are added dropwise (slowly). Upon completion, stirring is continued for 3 hours at room temperature. The reaction mixture is poured onto crushed ice and the product is extracted with methylbenzene. The extract is washed with water, dried, filtered and evaporated. The residue is crystallized from 2-propanol, yielding 5.5 parts (44%) of 1-(3-chloropropyl)-1,3-dihydro-3-(1-methylethenyl)-2H-benzimidazol-2-one; mp. 115° C.

المصدر