p-Chloroamphetamine → (+/-)-2-(Benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-bromo-N-[2-(4-chloro-phenyl)-1-methyl-ethyl]-benzamide

Participants

Role	Name	HCID	Charge
Reactant	p-Chloroamphetamine	HCID 3127	—
Reactant	2-(Benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-bromobenzoic acid	HCID 16090744	—
Product	(+/-)-2-(Benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-bromo-N-[2-(4-chloro-phenyl)-1-methyl-ethyl]-benzamide	HCID 11570436	—

Reaction Steps

2-(Benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-bromobenzoic acid was coupled with (±)-2-(4-chlorophenyl)-1-methylethylamine as in EXAMPLE 1, Part C. HPLC: RT=10.50 min. MS (ESI−): mass calcd. for C22H18BrClN4O3S2, 563.97; m/z found, 563/565 [M−H]−. 1H NMR (400 MHz, CDCl3): 11.61 (s, 1H), 8.37 (dd, J=7.0, 1.2, 1H), 8.22 (dd, J=8.8, 1.0, 1H), 7.88 (d, J=1.8, 1H), 7.72 (dd, J=8.8, 7.0, 1H), 7.32-7.25 (m, 2H), 7.13-7.05 (m, 2H), 7.07 (dd, J=8.4, 1.8, 1H), 7.01 (d, J=8.4, 1H), 5.74 (br d, J=7.8, 1H), 4.40-4.28 (m, 1H), 2.88 (dd, J=13.6, 5.6, 1H), 2.75 (dd, J=13.6, 7.1, 1H), 1.17 (d, J=6.7, 3H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07855292B2
Source dataset	uspto-grants-2010_12
ORD ID	ord-a07a11f9b86942cf97b37eafdd1a989c
Source note	uspto-grants-2010_12