Reaction #336813

ord-d6ea9ac7a159453fb3152621f5a60b59

Reaction equation

N=C(N)N
guanidine
Cl
HCl
→
Cl.NC(N)=[NH2+].NC(N)=[NH2+].NC(N)=[NH2+].NC(N)=[NH2+].NC(N)=[NH2+].NC(N)=[NH2+].NC(N)=[NH2+].NC(N)=[NH2+].NC(N)=[NH2+]
nona-guanidinium HCl salt

Reactants

—
Boc
N=C(N)N
guanidine
Cl
HCl

Reagents

None

Solvents

C1COCCO1
dioxane

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe compound 46 was prepared

Procedure

The compound 46 was prepared using General Procedure F, using the Boc-protected dendrimer guanidine 45 (0.31 g, 78.6 mmol) in 2N HCl in dioxane (10 mL). The nona-guanidinium HCl salt (46) was obtained in 91% (0.18 g) yield as a colorless hygroscopic solid. 1H NMR (CD3OD): δ 8.62 (s, 1H, ArH), 8.54 (s, 2H, ArH), 3.65 (m, 42H, CH2O and CH2NHCO), 3.33 (m, 36H, CH2NHCO and CH2NH), 2.60 (m, 6H, CH2CO), 2.44 (m, 26H, CH2CO); 13C NMR (CD3OD): δ 174.62, 173.65, 168.00, 158.55, 136.12, 131.74, 130.20, 70.00, 68.45, 61.56, 41.94, 39.57, 38.11, 37.39, 34.79: ESI-MS m/z 2138 [M+H]+, 2172 [M−Cl]+.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07862807B2uspto-grants-2011_01