Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Thiazoleacetic acid, 2-amino-alpha-oxo- | HCID 12783320 | — |
| Reactant | HCID 14050776 | HCID 14050776 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 14479198 | HCID 14479198 | 81.8% |
Reaction Steps
To an ice-cooled solution of the product obtained in Step 4 (20.3 g) in dimethylformamide (60 ml) was added 2-(2-amino-4-thiazolyl)glyoxylic acid (7.8 g). The mixture was allowed to stand until it reached room temperature, and stirred overnight. The reaction mixture was then poured into ice-cooled water (400 ml), and the pH of the resulting mixture was adjusted to 2.0 with 1N hydrochloric acid. The mixture was extracted twice with ethyl acetate (500 ml). The combined organic layer was washed with brine (200 ml) and dried over anhydrous sodium sulfate. The dried solution was concentrated under reduced pressure and the residue was dissolved in a small amount of chloroform. This solution was added dropwise to ether. The formed crystals were collected by filtration and washed with ether, giving 22.3 g of the objective compound as pale yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04840945 |
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| Source dataset | uspto-grants-1989_06 |
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| ORD ID | ord-6a0c51a328904fcd868d122ad32273b9 |
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| Source note | uspto-grants-1989_06 |
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