Ethylenediamine → 3,5-diamino-N-[2-[[3-[(2-aminoethyl)amino]-3-oxopropyl]methylamino]ethyl]-6-chloropyrazinecarboxamide

HRID 1164830Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1164830
CO[C:3](=[O:22])[CH2:4][CH2:5][N:6]([CH2:8][CH2:9][NH:10][C:11]([C:13]1[C:18]([NH2:19])=[N:17][C:16]([NH2:20])=[C:15]([Cl:21])[N:14]=1)=[O:12])[CH3:7].[CH2:23]([NH2:26])[CH2:24][NH2:25]>>[NH2:19][C:18]1[C:13]([C:11]([NH:10][CH2:9][CH2:8][N:6]([CH2:5][CH2:4][C:3]([NH:25][CH2:24][CH2:23][NH2:26])=[O:22])[CH3:7])=[O:12])=[N:14][C:15]([Cl:21])=[C:16]([NH2:20])[N:17]=1

Komponenten

3

Edukt 2

HCID 3301EthylenediamineHCID 19863358N-[2-[[(3,5-diamino-6-chloropyrazinyl)carbonyl]amino]ethyl]-N-methyl-beta-alanine methyl ester

Produkt 1

HCID 544171313,5-diamino-N-[2-[[3-[(2-aminoethyl)amino]-3-oxopropyl]methylamino]ethyl]-6-chloropyrazinecarboxamideAusbeute 72 %

Versuchsvorschrift

A solution of 20.4 g (61.7 mmol) of N-[2-[[(3,5-diamino-6-chloropyrazinyl)carbonyl]amino]ethyl]-N-methyl-beta-alanine methyl ester and 36.0 g (0.6 mol) of ethylenediamine was heated at 40° C. fdr 2 days under an inert atmosphere. The excess ethylene diamine was evaporated. The residue was triturated with 2-propanol. There was obtained 15.2 g (44.4 mmol 72%) of 3,5-diamino-N-[2-[[3-[(2-aminoethyl)amino]-3-oxopropyl]methylamino]ethyl]-6-chloropyrazinecarboxamide as a white solid; mp 140°-142° C.; Rf =0.27, Solvent System A.

Aufarbeitung

  1. customThe excess ethylene diamine was evaporated
  2. customThe residue was triturated with 2-propanol

Quellen und Nachweise

ORD-Eintrag
ord-84cf6397b9f14cf891f4d8294c69e32d
Quelldatensatz
uspto-grants-1990_03
Patentnummer
US04906633

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