Potassium Carbonate → N,N-Bis((5-chlorobenzo[b]thiophen-3-yl)methyl)-1H-benzo[d]imidazol-5-amine

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	5-Aminobenzimidazole	HCID 13623	—
Reactant	3-(Bromomethyl)-5-chloro-1-benzothiophene	HCID 2779857	—
Product	N,N-Bis((5-chlorobenzo[b]thiophen-3-yl)methyl)-1H-benzo[d]imidazol-5-amine	HCID 178477921	—

Reaction Steps

The compound was synthesized starting from benzimidazol-5-amine (133 mg; 1 mmol; 1 eq.), (5-chlorobenzo[b]thiophen-3-yl)methylbromide (576 mg; 2.2 mmol; 2.2 eq.) and K2CO3 (304 mg; 2.2 mmol; 2.2 eq.) according to method 5; Yield: 0.187 g (37.9%); MS m/z: 494.4/496.5 [M+H]+; 1H-NMR (500 MHz, DMSO d6): δ 4.84 (s, 4H); 6.90-6.92 (m, 2H); 7.37-7.39 (m, 3H); 7.51 (s, 2H); 7.88 (d, 2H); 7.94-7.96 (m, 2H); 7.98 (s, 1H); 12.00 (br s, 1H); HPLC (METHOD [A]): rt 19.77 min (100%)

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08541596B2
Source dataset	uspto-grants-2013_09
ORD ID	ord-08e7f3551d9f4fa4a12232080709da1d
Source note	uspto-grants-2013_09