N-Methylbenzeneethanamine → 2-(Benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-bromo-N-methyl-N-Phenethyl-benzamide

Participants

Role	Name	HCID	Charge
Reactant	N-Methylbenzeneethanamine	HCID 11503	—
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-methyl-N-Phenethyl-benzamide	HCID 11562802	—

Reaction Steps

2-(Benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-bromobenzoic acid was coupled with N-methylphenethylamine as in EXAMPLE 1, Part C. HPLC: RT=9.90 min. MS (ESI−): mass calcd. for C22H19BrN4O3S2, 530.01; m/z found, 529/531 [M−H]−. 1H NMR (400 MHz, CDCl3; rotameric broadening): 8.95-8.80 (br s, 0.6H), 8.57-8.43 (br s, 0.4H), 8.27 (dd, J=7.0, 0.9, 1H), 8.23 (br d, J=8.8, 1H), 7.80-7.64 (m, 2H), 7.37-6.85 (br m, 6H), 6.73-6.62 (br m, 0.6H), 6.55-6.40 (br m, 0.4H), 3.68-3.35 (br m, 1.3H), 3.35-3.07 (br m, 0.7H), 3.07-2.25 (br m, 5H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07855292B2
Source dataset	uspto-grants-2010_12
ORD ID	ord-3025e443d60a4ce5a4cc7e2f1d5ff6d2
Source note	uspto-grants-2010_12