تفاعل #1106668

ord-1a12c87f41054061aa0a5b8452b10717

معادلة التفاعل

CN(C)CCNc1cccc2c1C(=O)c1cccc(Cl)c1C2=O
Compound 17
CN(C)CCNc1cccc2c1C(=O)c1cccc(Cl)c1C2=O
1-Chloro-5-(2-(dimethylamino)ethylamino)anthracene-9,10-dione
NCCO
ethanolamine
CN(C)CCNc1cccc2c1C(=O)c1cccc(NCCO)c1C2=O
Compound 21
المردود 38.8%
CN(C)CCNc1cccc2c1C(=O)c1cccc(NCCO)c1C2=O
1-(2-(dimethylamino)ethylamino)-5-(2-hydroxyl ethylamino)anthracene-9,10-dione
المردود 38.8%

المذيبات

ظروف التفاعل

درجة الحرارة
-150°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe mixture was cooled to room temperature
  2. 2
    استخلاصextracted with water and brine
  3. 3
    تجفيفThe organic layer was dried (Na2SO4)
  4. 4
    أخرىevaporated

الإجراء التجريبي

A mixture of Compound 17 (0.87 g, 2.7 mmol) and ethanolamine (0.8 mL, 13.23 mmol) was heated in an oil bath (−150° C.) for 18 hours. The mixture was cooled to room temperature, dissolved in 100 mL CH2Cl2 and extracted with water and brine. The organic layer was dried (Na2SO4) and evaporated to provide Compound 21 (370 mg). This product was used in the next step without any purification. Rf (9:1 CHCl3/MeOH) 0.19. The structure of Compound 21 is given below:

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08715944B2uspto-grants-2014_05