Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Reactant | HCID 90418458 | HCID 90418458 | — |
| Product | HCID 90418268 | HCID 90418268 | — |
Reaction Steps
Into a 25-mL round-bottom flask, was placed 5-(2-fluoro-4-methylphenyl)-3-methyl-1,2-thiazole-4-carbonitrile (200 mg, 0.86 mmol, 1.00 equiv). This was followed by the addition of sulfuric acid (conc.) (10 mL). The mixture was stirred for 1 h at 120° C. To this was added NaNO2 (aq) (201 mg) at 0-5° C. The resulting solution was stirred for 30 min at 50° C. The resulting solution was diluted with 50 mL of EA. The organic phase was washed with 1×20 mL of 2N HCl and 1×20 mL brine. The mixture was dried over anhydrous sodium sulfate and concentrated. This resulted in 180 mg (crude) of 5-(2-fluoro-4-methylphenyl)-3-methyl-1,2-thiazole-4-carboxylic acid as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09067898B1 |
|---|
| Source dataset | uspto-grants-2015_06 |
|---|
| ORD ID | ord-7f06f589b09f4e3fbdda2ebaedc05d2a |
|---|
| Source note | uspto-grants-2015_06 |
|---|