3,5-Dichlorophenyl isocyanate → N-(3,5-Dichlorophenyl)-2-(4-isopropyl-1,8-naphthyridin-2-yl)hydrazinecarboxamide

Participants

Role	Name	HCID	Charge
Reactant	3,5-Dichlorophenyl isocyanate	HCID 94460	—
Reactant	2-Hydrazinyl-4-isopropyl-1,8-naphthyridine	HCID 67083037	—
Product	N-(3,5-Dichlorophenyl)-2-(4-isopropyl-1,8-naphthyridin-2-yl)hydrazinecarboxamide	HCID 52912016	—

Reaction Steps

A 100 mg (0.5 mmol) sample of 2-hydrazinyl-4-isopropyl-1,8-naphthyridine and 94 mg (1.0 eq) of 3,5-dichlorophenyl isocyanate were reacted as outlined in Scheme 1 above to give the desired title compound. Spectroscopic data: 1H NMR (300 MHz, DMSO-d6) δ ppm 1.23 (d, J=6.74 Hz, 6 H) 3.56 (d, J=6.74 Hz, 1 H) 6.82 (s, 1 H) 7.04 (t, J=1.76 Hz, 1 H) 7.23 (dd, J=8.20, 4.40 Hz, 1 H) 7.59 (br. s., 2 H) 8.31 (d, J=1.47 Hz, 1 H) 8.54 (br. s., 1 H) 8.66 (d, J=1.17 Hz, 1 H) 8.99 (br. s., 1 H) 9.25 (br. s., 1 H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08507682B2
Source dataset	uspto-grants-2013_08
ORD ID	ord-8dcb91d716b14257a9fc3f2f7f74563a
Source note	uspto-grants-2013_08