beta-Amino-4-chlorobenzenepropanol → (+/-)-2-(Benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-chloro-N-[2-(4-chloro-phenyl)-1-hydroxymethyl-ethyl]-benzamide

Participants

Role	Name	HCID	Charge
Reactant	beta-Amino-4-chlorobenzenepropanol	HCID 548289	—
Reactant	2-(Benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-chlorobenzoic acid	HCID 16090663	—
Product	(+/-)-2-(Benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-chloro-N-[2-(4-chloro-phenyl)-1-hydroxymethyl-ethyl]-benzamide	HCID 11577418	—

Reaction Steps

2-(Benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-chlorobenzoic acid was coupled with (±)-2-amino-3-(4-chloro-phenyl)-propan-1-ol as in EXAMPLE 1, Part C. HPLC: RT=9.71 min. MS (ESI−): mass calcd. for C22H18Cl2N4O4S2, 536.01; m/z found, 535/537 [M−H]−. 1H NMR (500 MHz, CDCl3): 11.57 (s, 1H), 8.38 (br d, J=6.2, 1H), 8.22 (br d, J=8.4, 1H), 7.71 (br m, 2H), 7.35-7.10 (br m, 5H), 6.92 (br d, J=6.0, 1H), 6.30 (br m, 1H), 4.36-4.27 (br m, 1H), 3.76-3.62 (br m, 2H), 2.98-2.85 (br m, 2H), 1.92 (br s, 1H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07297816B2
Source dataset	uspto-grants-2007_11
ORD ID	ord-6e72d7a416614c4abcfebd8ecc4ca6f0
Source note	uspto-grants-2007_11