تفاعل #2446058

ord-7c33c4dc3f37485184b755e6d5eb1034

معادلة التفاعل

O=C1c2cccc3c(Cl)ccc(c23)C(=O)N1CCSSCCN1C(=O)c2cccc3c(Cl)ccc(c23)C1=O
6-chloro-2-(2-{[2-(6-chloro-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)ethyl]-disulphanyl}ethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione
CN(C)CCCN
N,N-dimethylpropane-1,3-diamine
CN(C)CCCNc1ccc2c3c(cccc13)C(=O)N(CCSSCCN1C(=O)c3cccc4c(NCCCN(C)C)ccc(c34)C1=O)C2=O
2,2′-(Disulphanediyldiethane-2,1-diyl)bis[6-{[3-(dimethylamino)propyl]-amino}-1H-benzo[de]isoquinoline-1,3(2H)-dione]

ظروف التفاعل

درجة الحرارة
110°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe mixture is heated
  2. 2
    درجة الحرارةAfter cooling
  3. 3
    أخرىa yellow precipitate is collected
  4. 4
    workup.ADDITION500 ml of a 1/1 ethanol/water mixture are added dropwise to the filtrate
  5. 5
    أخرىThe yellow paste obtained
  6. 6
    أخرىis isolated
  7. 7
    أخرىtriturated with 200 ml of acetone
  8. 8
    أخرىThe solids obtained
  9. 9
    غسيلare washed with 300 ml of water
  10. 10
    أخرىdried
  11. 11
    أخرى4.5 g of yellow powder are recovered

الإجراء التجريبي

4 g of (6-chloro-2-(2-{[2-(6-chloro-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)ethyl]-disulphanyl}ethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione are suspended in 40 ml of N,N-dimethylpropane-1,3-diamine. The mixture is heated with stirring at 110° C. for 12 hours. After cooling, a yellow precipitate is collected, and 500 ml of a 1/1 ethanol/water mixture are added dropwise to the filtrate. The yellow paste obtained is isolated and triturated with 200 ml of acetone. The solids obtained are washed with 300 ml of water and dried. 4.5 g of yellow powder are recovered. The analyses show that the product is in accordance with the expected product.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08685114B2uspto-grants-2014_04