Cyclen tetrahydrochloride → 1,4,7,10-Tetraazacyclododecane

To a suspension of tetraaza-12-crown-4 tetrahydrochloride (66.6 g, 0.209 mol, Parish, Inc.) in chloroform (2 L), was bubbled NH3 (g) through a gas dispersion tube for 1 hour. The solution was allowed to stir overnight and the white solid was filtered off and washed with CHCl3 (4×100 mL). The combined filtrate was concentrated in vacuo to a white solid which was washed with diethyl ether (4×50 mL) and dried under vacuum at ambient temperature. A second crop of the free base was isolated from the ether washes to give a combined yield of 35.1 g (97.5%). 1H NMR (CDCl3): δ 2.32 (s, 4 H), 2.70 (s, 16 H).

1. customwas bubbled NH3 (g) through a gas dispersion tube for 1 hour
2. filtrationthe white solid was filtered off
3. washwashed with CHCl3 (4×100 mL)
4. concentrationThe combined filtrate was concentrated in vacuo to a white solid which
5. washwas washed with diethyl ether (4×50 mL)
6. customdried under vacuum at ambient temperature
7. customA second crop of the free base was isolated from the ether
8. customto give a combined yield of 35.1 g (97.5%)

ORD-Eintrag

ord-5360e823134d41f59281529105ce6924

Quelldatensatz

uspto-grants-1997_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05650133