HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389929Generated: October 30, 2026
Ammonium Chloride → 5-[2,4-bis(benzyloxy)-5-chlorophenyl]-4-amino-N-ethylisoxazole-3-carboxamide
https://huagongshe.com/reaction/389929
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 5-[2,4-bis(benzyloxy)-5-chlorophenyl]-N-ethyl-4-nitroisoxazole-3-carboxamide | HCID 56926810 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-[2,4-bis(benzyloxy)-5-chlorophenyl]-4-amino-N-ethylisoxazole-3-carboxamide | HCID 56926811 | 87.1% |
Reaction Steps
A solution of 5-(2,4-bis-benzyloxy-5-chloro-phenyl)-4-nitro-isoxazole-3-carboxylic acid ethylamide (1 g, 1.97 mmol) in THF (7 ml) was added to a solution of NH4Cl (2.7 g, 50 mmol) in water (15 ml). Zinc dust (4 g, 61 mmol) was then added portion wise over 15 min with stirring at 0° C. After 30 min at 0° C., the mixture was filtered and the resulting cake was rinsed with MeOH. The combined filtrate were evaporated under vacuo to give 5-[2,4-bis(benzyloxy)-5-chlorophenyl]-4-amino-N-ethylisoxazole-3-carboxamide (820 mg, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08383616B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-7aaa0072f0224065aa573549da319d11 |
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| Source note | uspto-grants-2013_02 |
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