3-Chloroaniline → 2-chloro-N-(3-chlorophenyl)-9H-purin-6-amine

HRID 1514339

Reaktionsgleichung

Reaktionsgleichung von HRID 1514339
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4](Cl)[N:3]=1.[Cl:12][C:13]1[CH:14]=[C:15]([CH:17]=[CH:18][CH:19]=1)[NH2:16].C(N(CC)CC)C.C(Cl)(Cl)Cl.CO>C(O)CCC>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4]([NH:16][C:15]2[CH:17]=[CH:18][CH:19]=[C:13]([Cl:12])[CH:14]=2)[N:3]=1

Komponenten

6

Edukt 4

HCID 79323-ChloroanilineHCID 8471TriethylamineHCID 53244122,6-DichloropurineHCID 21584188Chloroform methanol

Produkt 1

HCID 219882322-chloro-N-(3-chlorophenyl)-9H-purin-6-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 2631-ButanolLösungsmittel

Versuchsvorschrift

2,6-Dichloropurine (3.78 g; 0.02 mol) was reacted with 3-chloroaniline (3.83 g; 0.03 mol) in n-butanol (40 ml) in the presence of triethylamine (7 ml; 0.05 mol) at 110° C. for 3 hours. After cooling to room temperature the reaction mixture was stirred at 0° C. for 2 hours. The yellow precipitate was filtered off, washed with cold n-butanol (2×10 ml), water (3×10 ml) and dried in the drying oven at 60° C. into constant weight. Yield: 3.69 g yellow crystalline powder (65.8%). The crude product was crystallized from isopropanol to give 2.85 g of pure substance. TLC (chloroform-methanol; 85:15): one single spot; free of starting material. HPLC purity: 98+%

Aufarbeitung

  1. filtrationThe yellow precipitate was filtered off
  2. washwashed with cold n-butanol (2×10 ml), water (3×10 ml)
  3. customdried in the drying oven at 60° C. into constant weight
  4. customThe crude product was crystallized from isopropanol
  5. customto give 2.85 g of pure substance

Quellen und Nachweise

ORD-Eintrag
ord-21a364d405924444819268b98b8a5a3c
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08222260B2

Verknüpfte Notizen

Wird geladen…