N-(1-adamantyl)-N-(trimethylsilyl)benzeneamine → N,N'-Bis(1-adamantyl)-N,N'-diphenylformamidinium chloride

Participants

Role	Name	HCID	Charge
Reactant	N-(1-adamantyl)-N-(trimethylsilyl)benzeneamine	HCID 66604537	—
Reactant	N,N'-Bis(tert-butyl)-N,N'-diphenylformamidinium chloride	HCID 66607390	—
Product	N,N'-Bis(1-adamantyl)-N,N'-diphenylformamidinium chloride	HCID 66607202	71.5%

Reaction Steps

With the same method used in the synthesis of 4a except for adding 3b (2 equiv), 4b (71.5%) was obtained as a white solid. 1H NMR (300 MHz, CD2Cl2) δ=8.71 (s, 1H), 7.24-6.90 (m, 6H), 6.78 (d, J=7.4 Hz, 4H), 2.21 (br. s, 6H), 2.07-1.99 (m, 12H), 1.66 (br. s, 12H); 13C NMR (75 MHz, CD2Cl2) δ 152.7, 135.0, 130.3, 129.0, 128.9, 66.6, 41.8, 35.4, 30.5. HRMS-DART (m/z): [M]+ calcd for C33H41ClN2, 465.3264. found, 465.3249.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08530687B2
Source dataset	uspto-grants-2013_09
ORD ID	ord-ecdc60035b6442eea51e1fd337640f3e
Source note	uspto-grants-2013_09