N-Methylethylenediamine → 3,5-diamino-6-chloro-N-(2-methylaminoethyl)pyrazine-2-carboxamide

HRID 1164828

Reaktionsgleichung

Reaktionsgleichung von HRID 1164828
[NH2:1][C:2]1[C:3]([C:10]([N:12]2[CH:16]=[CH:15][N:14]=[CH:13]2)=[O:11])=[N:4][C:5]([Cl:9])=[C:6]([NH2:8])[N:7]=1.CNCCN>O1CCCC1>[NH2:1][C:2]1[C:3]([C:10]([NH:12][CH2:16][CH2:15][NH:14][CH3:13])=[O:11])=[N:4][C:5]([Cl:9])=[C:6]([NH2:8])[N:7]=1

Komponenten

4

Edukt 2

HCID 8014N-MethylethylenediamineHCID 13020010(3,5-diamino-6-chloropyrazin-2-yl)(1H-imidazol-1-yl)methanone

Produkt 1

HCID 198618223,5-diamino-6-chloro-N-(2-methylaminoethyl)pyrazine-2-carboxamideAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 24.0 g (100.0 mmol) 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) and 13.6l g (183.5 mmol) of N-methylethylenediamine in 100 ml of tetrahydrofuran was stirred at ambient temperature for 18 hours. The reaction mixture was filtered and evaporated. The residue was crystallized from 2-propanol to give 20.8 g (85.0 mmol, 85%) of 3,5-diamino-6-chloro-N-(2-methylaminoethyl)pyrazine-2-carboxamide; mp 142.5°-143° C.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. customevaporated
  3. customThe residue was crystallized from 2-propanol

Quellen und Nachweise

ORD-Eintrag
ord-b912c3cef26242b6b9b679f1c6c03318
Quelldatensatz
uspto-grants-1990_03
Patentnummer
US04906633

Verknüpfte Notizen

Wird geladen…