1,6-Bis(cyano-guanidino)hexane synthesis
- Product Name:1,6-Bis(cyano-guanidino)hexane
- CAS Number:15894-70-9
- Molecular formula:C10H18N8
- Molecular Weight:250.3
6055-52-3
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1934-75-4
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$6.00/25g
15894-70-9
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$10.00/1g
Yield:15894-70-9 80%
Reaction Conditions:
in butan-1-ol for 8 h;Reflux;
Steps:
11 1,6-Di-(N3-cyano-N1-guanidino)hexane
A solution of 3.78 g (20.0 mmol, 1 equiv) 1,6-hexamethylenediamine dihydrochloride and 3.56 g (40.0 mmol, 2 equiv) sodium dicyanamide in 28 mL n-butanol was heated to reflux for 8 h.
After cooling to room temperature, the solid was filtered off and washed with butanol and cold water.
Recrystallization from water afforded pure compound 3. Yield: 80%.
Melting point: 195 °C (Ref.: 202-203 °C).
1
1H NMR (300 MHz, [D6]DMSO): δ = 1.23 (m, 4H), 1.39 (m, 4H), 3.02 (m, 4H), 6.63-6.83 (m, 6H) ppm; 13C NMR (100 MHz, [D6]DMSO): δ = 25.9, 28.9, 40.8, 118.4, 161.2 ppm; IR (KBr): = 3372 (s), 3159 (s), 2940 (s), 2940 (m), 2857 (m), 2172 (s), 1650 (s), 1625 (s), 1475 (m), 1439 (s), 1383 (m), 1322 (m), 1128 (m), 928 (w), 733 (w), 689 (w), 561 (m), 541 cm-1 (m); ESI-MS C10H18N8 calcd: 249.2 [M-H+], found: 249.3.
References:
Gröst, Corinna;Gräber, Martin;Hell, Michael;Berg, Thorsten [Bioorganic and Medicinal Chemistry,2013,vol. 21,# 23,p. 7357 - 7363]
124-09-4
377 suppliers
$14.00/5g
1934-75-4
283 suppliers
$6.00/25g
15894-70-9
187 suppliers
$10.00/1g