HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 71625158, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 71625398 | HCID 71625398 | — |
| Reactant | HCID 71625872 | HCID 71625872 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 71625158 | HCID 71625158 | 76% |
Reaction Steps
Following the method used to prepare 24a, the use of 1b (0.23 mmol) and oxalyl chloride in THF followed by allowing the intermediate acid chloride to react with EtOH (5 mL) provided 61 mg (76%) of product 10 as a white solid, mp 158-160° C. 1H NMR (300 MHz, DMSO-d6) δ 1.24 (t, J=7 Hz, 3H), 2.34 (s, 3H), 4.30 (q, J=7 Hz, 2H), 7.05 (d, J=8 Hz, 2H), 7.16 (d, J=8 Hz, 1H), 7.26-7.29 (m, 3H), 7.46 (d, J=9 Hz, 1H), 12.38 (s, 1H). LC-MS (CI): m/z 346.1 [(M+H)+ C18H16ClNO2S requires 345.06]. Purity (100%). Calcd for C18H16ClNO2S: C, 62.51; H, 4.66; N, 4.05; S, 9.27; Cl, 10.25. Found: C, 62.37; H, 4.60; N, 3.95; S, 9.21; Cl, 10.30.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09233921B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-7efcd54a6f0c42558b5aa2684529dd95 |
| Source note | uspto-grants-2016_01 |