HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl Thioglycolate → HCID 18796915, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl Thioglycolate | HCID 16907 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 3-Chloro-5-methoxypicolinonitrile | HCID 18796864 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18796915 | HCID 18796915 | 71.3% |
Reaction Steps
The product from Example 27B (0.168 g, 1.0 mmol) and methyl thioglycolate (0.09 mL, 1.0 mmol) were combined in DMF (2 mL). To the solution was added 0.054 g NaOMe. After 1 hr, and additional 0.07 g NaOMe was added. After an additional 1 hr, the reaction was quenched in sat aq. NH4Cl and extracted with ethyl acetate. The organic phase was dried (MgSO4), and evaporated to yield 0.17 g of the title compound: 1H NMR (300 MHz, CDCl3) δ 3.90 (s, 3H), 3.93 (s, 3H), 6.15 (br s, 2H), 7.44 (d, 1H), 8.36 (d, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06046207 |
| Source dataset | uspto-grants-2000_04 |
| ORD ID | ord-77ebeb1e0966405ea9cd8c842ec2f44f |
| Source note | uspto-grants-2000_04 |