HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-(Trifluoromethyl)phenyl (5',6'-dioxo-5',6'-dihydrospiro[cyclohexane-1,2'-naphtho[1,2-b][1,4]oxathiin]-4-yl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3-(Trifluoromethyl)phenyl chloroformate | HCID 5057425 | — |
| Reactant | 4-Aminospiro[cyclohexane-1,2'-naphtho[1,2-b][1,4]oxathiine]-5',6'-dione hydrochloride | HCID 67438923 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 3-(Trifluoromethyl)phenyl (5',6'-dioxo-5',6'-dihydrospiro[cyclohexane-1,2'-naphtho[1,2-b][1,4]oxathiin]-4-yl)carbamate | HCID 57661852 | — |
Reaction Steps
Compound 108 was synthesized using 4-aminospiro[cyclohexane-1,2′-naphtho[1,2-b][1,4]oxathiine]-5′,6′-dione hydrochloride, 3-(trifluoromethyl)phenyl chloroformate, triethyl amine to neutralize the hydrochloride and conditions outlined in procedure S. M.p.=198-199° C.; 400 MHz 1H NMR (DMSO-d6) δ: 8.08 (d, J=7.8 Hz, 1H), 7.92 (d, J=7.4 Hz, 1H), 7.83 (t, J=7.1 Hz, 1H), 7.78 (t, J=7.1 Hz, 1H), 7.66-7.43 (m, 4H), 3.56-3.47 (m, 1H), 3.04 (s, 2H), 2.16-2.05 (m, 2H), 1.94-1.80 (m, 2H), 1.78-1.66 (m, 7H), LCMS: 504 [M+H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08039503B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-872df1ab09524931ab8c21621c3cb1c5 |
| Source note | uspto-grants-2011_10 |