Reaktion #53395

Reaktionsgleichung

3,5-Diamino-6-chloropyrazinoyl-2-methyl-pseudothiourea hydroiodide

8

4-(4-Carboxymethylphenyl)butylamine

→

9

Ausbeute 46.5%

4-(4-Carboxymethylphenyl)butylamidino-3,5-diamino-6-chloropyrazinecarboxamide Hydrochloride

Ausbeute 46.5%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 6 h
2. 2
   Sonstigethe solvent was evaporated
3. 3
   workup.ADDITIONthe resultant oil was treated with 10% HCl (15 mL)
4. 4
   SonstigeThe precipitate was isolated
5. 5
   Sonstigecrystallized twice from ethanol

Vorschrift

1-(3,5-Diamino-6-chloropyrazinoyl-2-methyl-pseudothiourea hydroiodide (0.2 g, 0.5 mmol) was added to a solution of 8 (0.7 g, 3.4 mmol) in THF (20 mL). The reaction mixture was stirred at reflux for 6 h, then the solvent was evaporated and the resultant oil was treated with 10% HCl (15 mL). The precipitate was isolated and crystallized twice from ethanol to give 9 (53 mg, 25%) as a yellow solid. 1H NMR (300 MHz, DMSO-d6) δ 1.59 (br s, 4H), 2.71 (m, 2H), 3.83 (s, 3H), 7.40 (d, 2H), 7.48 (br s, 2H), 7.80 (d, 2H), 8.92 (br s, 2H), 9.00 (br s, 1H), 9.48 (br s, 2H), 10.55 (s, 1H). APCI MS m/z=420 [C18H22ClN7O3+H]+.

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