Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 2-Amino-4-phenylthiazole | HCID 40302 | — |
| Reactant | Propanoyl bromide, 2-bromo- | HCID 79047 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 2774059 | HCID 2774059 | 68% |
Reaction Steps
Into 50 ml of tetrahydrofuran, were added 3.5 g of 2-amino-4-phenylthiazole and 2.0 g of triethylamine. The mixture was cooled to 0°--5° C. Then, 4.3 g of α-bromopropionylbromide was dropped to the solution mixture. After the completion of the dropwise addition, the solution mixture was stirred at room temperature for 1 hour. Then, the reaction mixture was concentrated under reduced pressure. The residue was taken up in chloroform and washed with water. Upon removal of chloroform, a crude reaction product was obtained. It was thereafter subjected to silica gel chromatography and then eluted with a chloroform/methyl alcohol (40:1) mixed solvent. It was then recrystallized from an ether/cyclohexane mixed solvent, thereby obtaining 4.2 g of 2-(α-bromopropionylamino)-4-phenylthiazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04501750 |
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| Source dataset | uspto-grants-1985_02 |
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| ORD ID | ord-6723f302a8e645e59382ffa343e3a998 |
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| Source note | uspto-grants-1985_02 |
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