تفاعل #1483129

ord-b2f3590c2fa64f50821b79c15b6175e4

معادلة التفاعل

O=c1c(O)c(O)c1=O
squaric acid
CC(=O)Nc1cccc(N(C)CCO)c1
2-(methyl(3-acetaminophenyl)amino)ethan-1-ol
CCCCO
n-BuOH
CC(=O)Nc1cc(N(C)CCO)ccc1C1=C(O)C(c2ccc(N(C)CCO)cc2NC(C)=O)=C1O
desired compound
CC(=O)Nc1cc(N(C)CCO)ccc1C1=C(O)C(c2ccc(N(C)CCO)cc2NC(C)=O)=C1O
2,4-bis(2-acetamino-4-((2-hydroxyethyl)(methyl)amino)phenyl)cyclobuta-1,3-dien-1,3-diol

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
120°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe mixture was heated
  2. 2
    أخرىto remove water
  3. 3
    أخرىgenerated during the reaction
  4. 4
    أخرىthe reactant kept being reacted
  5. 5
    درجة الحرارةthe reactant was cooled down
  6. 6
    أخرىproducing crystals
  7. 7
    ترشيحThe crystals were filtered
  8. 8
    أخرىonce more recrystallized

الإجراء التجريبي

342 mg of squaric acid and 2 g of 2-(methyl(3-acetaminophenyl)amino)ethan-1-ol were put in a 100 mL 3-neck rounded bottom flask, and 40 mL of n-BuOH and 20 mL of toluene were added thereto. The mixture was heated and refluxed at 120° C. for 10 hours. Next, a Dean-Stark trap set was used to remove water generated during the reaction, and the reactant kept being reacted. When the reaction was complete, the reactant was cooled down, producing crystals. The crystals were filtered, several times cleaned with hexane, and once more recrystallized, obtaining a desired compound.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08900780B2uspto-grants-2014_12