تفاعل #84047

ord-ff8c21361d14437684a0e5ae9d9179b4

معادلة التفاعل

O=C1CC(=O)NC(=O)N1
barbituric acid
O=Cc1cc(Br)cc(Br)c1O
3,5-dibromo-2-hydroxybenzaldehyde
O=C1NC(=O)C(=Cc2cc(Br)cc(Br)c2O)C(=O)N1
product 1a
المردود 84.6%
O=C1NC(=O)C(=Cc2cc(Br)cc(Br)c2O)C(=O)N1
5-(3,5-dibromo-2-hydroxybenzylidene) perhydropyrimidine-2,4,6-trione
المردود 84.6%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwhile heating
  2. 2
    أخرىthe resulting reaction mixture
  3. 3
    ترشيحThe produced crystal product was filtered
  4. 4
    غسيلwashed with cold acetic acid
  5. 5
    غسيلwashed with ether
  6. 6
    أخرىair-dried

الإجراء التجريبي

0.01 mol (1.28 g) of barbituric acid (5a) were dissolved in 25 ml of glacial acetic acid while heating. Then 0.011 mol (3.08 g) of 3,5-dibromo-2-hydroxybenzaldehyde (6a) were added to the obtained solution while stirring and the resulting reaction mixture was left at room temperature during 36 hours. The produced crystal product was filtered, washed with cold acetic acid, then washed with ether and air-dried. Thereby 3.3 g of product 1a were obtained in the form of yellow needle crystals with melting temperature of 255-260° C. (with decomposition). Output amounted to 77% of the theoretical value.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09433623B2uspto-grants-2016_09