HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 71625157, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 71625288 | HCID 71625288 | — |
| Reactant | HCID 71625872 | HCID 71625872 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 71625157 | HCID 71625157 | 81% |
Reaction Steps
Following the method used to prepare 24a, the use of 1a (0.19 mmol) and oxalyl chloride in THF followed by allowing the intermediate acid chloride to react with MeOH (3 mL) provided 52 mg (81%) of product 9 as a white solid, mp 192-193° C. 1H NMR (300 MHz, DMSO-d6) δ 2.57 (s, 3H), 3.84 (s, 3H), 6.88 (d, J=7 Hz, 1H), 6.95-6.98 (m, 2H), 7.24 (t, J=8 Hz, 1H), 7.26-7.29 (m, 2H), 7.41 (d, J=9 Hz, 1H), 12.52 (s, 1H). LC-MS (CI): m/z 332.1 [(M+H)+ C17H14ClNO2S requires 331.04]. Purity (100%). Calcd for C17H14ClNO2S: C, 61.53; H, 4.25; N, 4.22; S, 9.66; Cl, 10.68. Found: C, 61.25; H, 4.24; N, 4.14; S, 9.56; Cl, 10.64.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09233921B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-ab2ab486c5da4ca1851a466258a855f8 |
| Source note | uspto-grants-2016_01 |