تفاعل #349602

ord-c4db2cc062924bde90cadac995c23699

معادلة التفاعل

O=C1C=CC(=O)O1
maleic anhydride
NCCCCCCN
hexamethylenediamine
CC(C)=O
acetone
CC(C)=O
acetone
O.O.O.O.O.O.[Cl-].[Cl-].[Mg+2]
Magnesium chloride hexahydrate
CC(=O)OC(C)=O
acetic anhydride
O=C1C=CC(=O)N1CCCCCCN1C(=O)C=CC1=O
N,N'-hexamethylenedimaleimide
المردود 22.0%

المذيبات

ظروف التفاعل

درجة الحرارة
50°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىA flask was equipped as in Example 1
  2. 2
    درجة الحرارةThe resulting heterogeneous reaction mixture was maintained at 40°-50° C. for 30 minutes
  3. 3
    أخرىthe precipitated product isolated by vacuum filtration
  4. 4
    غسيلThe filter cake was washed with water
  5. 5
    أخرىdried in a vacuum oven

الإجراء التجريبي

A flask was equipped as in Example 1. To a solution of maleic anhydride (1.8 parts) in 5.2 parts acetone was added a solution of 1 part hexamethylenediamine, 0.3 part triethylamine and 1.5 parts acetone over a 30-minute period. The resulting heterogeneous reaction mixture was maintained at 40°-50° C. for 30 minutes. Magnesium chloride hexahydrate (0.075 part) and 2.3 parts acetic anhydride were added all at once. The reaction mixture was maintained at 50° C. for 3 hours. Water (11 parts) was added to the cooled mixture and the precipitated product isolated by vacuum filtration. The filter cake was washed with water and dried in a vacuum oven. A 22% yield of N,N'-hexamethylenedimaleimide, m.p. 136°-139° C., was obtained.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04154737uspto-grants-1979_05