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(3,5-diamino-6-chloropyrazin-2-yl)(1H-imidazol-1-yl)methanone → 6-chloropyrazine-2-carboxamide

HRID 1709997
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1709997
N[C:2]1[C:3]([C:10]([N:12]2C=CN=C2)=[O:11])=[N:4][C:5]([Cl:9])=[C:6](N)[N:7]=1>O1CCCC1>[Cl:9][C:5]1[N:4]=[C:3]([C:10]([NH2:12])=[O:11])[CH:2]=[N:7][CH:6]=1
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Komponenten

3

Edukt 1

HCID 13020010(3,5-diamino-6-chloropyrazin-2-yl)(1H-imidazol-1-yl)methanone

Produkt 1

HCID 12825296-chloropyrazine-2-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

U.S. Pat. No. 3,201,472 as an example of how to obtain this material) in 700 ml of tetrahydrofuran was added 88.6 g (0.372 mol) of 1-(3,5-diamino-6-chloropyrazinoyl)imidazole (see U.S. Pat. No. 4,029,816 as an example of how to obtain this material) in 10 portions over 1.5 hours. After 1 hour at ambient temperature the reaction mixture was filtered and concentrated to 300 ml. The solution was added dropwise to 1.4 liters of ether with vigorous stirring. The solid was filtered, washed with ether and dried. There was obtained 74.3 g (0.258 mol, 70%) of 3,5-diamino-N-[2-(2-aminoethyl)methylamino]ethyl]-6-chloropyrazinecarboxamide. A sample was filtered through a pad of silica gel and eluted with 5:95 (v/v) methanol:methylene chloride saturated with ammonia gas; mp 138°-139.5° C.

Aufarbeitung

  1. customover 1.5 hours
  2. filtrationAfter 1 hour at ambient temperature the reaction mixture was filtered
  3. concentrationconcentrated to 300 ml
  4. additionThe solution was added dropwise to 1.4 liters of ether with vigorous stirring
  5. filtrationThe solid was filtered
  6. washwashed with ether
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-36671db3c8fb4a89850cf06063737b61
Quelldatensatz
uspto-grants-1990_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04952583

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