Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 556064Generated: October 31, 2026

Boron tribromide → N-[5-(4-fluoro-benzyl)-4-(4-hydroxy-phenyl)-thiazol-2-yl]-3,4-dihydroxy-benzamide

https://huagongshe.com/reaction/556064

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
ReactantHCID 86636629HCID 86636629—
ProductN-[5-(4-fluoro-benzyl)-4-(4-hydroxy-phenyl)-thiazol-2-yl]-3,4-dihydroxy-benzamideHCID 5799164364.4%

Reaction Steps

A procedure similar to that in Example 7 was used. N-[5-(4-fluoro-benzyl)-4-(4-methoxy-phenyl)-thiazol-2-yl]-3,4-dimethoxy-benzamide prepared in Example 30 and boron tribromide were used as starting materials. The obtained crude product was recrystallized with acetone to give a product of while solid in a yield of 64.4%, mp: 154-155└. 1H-NMR (DMSO-d6, 400 MHz) δ: 4.19 (2H, s, CH2), 6.80˜6.86 (3H, m, ArH), 7.15 (2H, t, 3JFH=3JHH=9.00 HZ, ArH), 7.27 (2H, dd, 3JHH=8.72 Hz, 4JFH=5.64 Hz, ArH), 7.43˜7.56 (4H, m, ArH), 12.25 (1H, br, CONH); EI-MS m/e (%): 436.1 (M, 24), 300.1 (100); HREI-MS Calcd. for C23H17FN2O4S: 436.0893. found: 436.0900.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08053581B2
Source datasetuspto-grants-2011_11
ORD IDord-e43c6e827509435a9b4f7763d0eeb5f7
Source noteuspto-grants-2011_11