HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1685016Generated: October 29, 2026
Ethyl Acetate → (3-Fluoro-benzyl)-3-(4-hydroxymethyl-thiazol-2-yl)-urea
https://huagongshe.com/reaction/1685016
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Bisulfate | HCID 516919 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 2-(3-(3-Fluorobenzyl)ureido)thiazole-4-carboxylate | HCID 86661283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (3-Fluoro-benzyl)-3-(4-hydroxymethyl-thiazol-2-yl)-urea | HCID 86661282 | 79% |
Reaction Steps
2-(3-(3-fluorobenzyl)ureido)thiazole-4-carboxylate (4.08 mmol) is taken up in THF and solution is cooled to −78° C. Added LiAlH4 (2.6 equivalents, 1M solution in THF). Stir at ambient temperature for 3 hours. Add slowly Na2SO4.10H2O (6.4 g), then NaHSO4 (1.8 g). Stir for 30 hours. Aqueous workup with EtOAc. Crystallized from DCM/hexanes to give 1-(3-fluorobenzyl)-3-(4-(hydroxymethyl)thiazol-2-yl)urea in 79% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08148380B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-79e865f2db5a41158e70bd9df6b4d227 |
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| Source note | uspto-grants-2012_04 |
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