HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 5-Chloropyrazinoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 5-Hydroxypyrazine-2-carboxylic acid | HCID 178524774 | — |
| Product | 5-Chloropyrazinoic acid | HCID 465472 | 75% |
Reaction Steps
5-Hydroxypyrazine-2-carboxylic acid (1.0 g, 0.007 mol) was taken in thionyl chloride (10 mL), to this solution dimethylformamide (0.1 mL) was added which was heated to reflux for 16 h. After this period, excess thionyl chloride was distilled off to get crude compound, which was added to ice (20 g) and extracted with ethyl acetate (2×70 mL). The organic layers were combined and dried over anhydrous sodium sulphate and concentrated under reduced pressure to obtain brown solid which was triturated with diethyl ether (30 mL) to afford 600 mg (75%) of 5-chloropyrazine-2-carboxylic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071605B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-7c734bbda8984c5ca7e6c413be1df7f6 |
| Source note | uspto-grants-2011_12 |