HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperonylamine → 5-[4-(4-Oxo-piperidine-1-sulfonyl)-benzyl]-thiazolidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperonylamine | HCID 2723901 | — |
| Reactant | 4-[(2,4-Dioxo-1,3-thiazolidin-5-yl)methyl]benzene-1-sulfonyl chloride | HCID 15616432 | — |
| Product | 5-[4-(4-Oxo-piperidine-1-sulfonyl)-benzyl]-thiazolidine-2,4-dione | HCID 18767792 | — |
Reaction Steps
The title compound was prepared from 4-(2,4-dioxo-thiazolidin-5-ylmethyl)-benzene-sulfonylchloride (J. Med. Chem. 1992, 35, 1853) and 4-piperidone monohydrate hydrochloride according to the procedure of Intermediate 22 as a white solid; 1H NMR (300 MHz, DMSO-d6) □ 2.40-2.50 (m, 4 H), 3.20-3.40 (m, 5 H), 3.50 (dd, J=14.1, 4.7 Hz, 1 H), 5.00 (dd, J=10.4, 4.7 Hz, 1 H), 7.56 (d, J=8.4 Hz, 2 H), 7.76 (d, J=8.4 Hz, 2 H), 12.09 (s, 1 H); MS (ES) m/z: 368.9 (M++H); HRMS Calcd. for C15H16N2O5S2(M++H): 368.0501. Found: 368.0481. Anal. Calcd. for C15H16N2O5S2: C, 48.90; H, 4.38; N, 7.60. Found: C,48.63; H, 4.35; N, 7.38.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06498170B2 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-46c7e8855608469dbe140160c9f6a427 |
| Source note | uspto-grants-2002_12 |