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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1391545Generated: November 2, 2026

3-Isoxazolamine, 5-(1,1-dimethylethyl)- → HCID 59674136, compound

https://huagongshe.com/reaction/1391545

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Isoxazolamine, 5-(1,1-dimethylethyl)-HCID 171473—
Reactant2-Chloro-1-methyl-5-nitro-1H-benzimidazoleHCID 10822391—
CatalystHydrochloric AcidHCID 313—
SolventIsopropanolHCID 3776—
ProductHCID 59674136HCID 59674136317.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-Chloro-1-methyl-5-nitro-1H-benzoimidazole (200 mg, 0.19 mmol) and 5-tert-Butyl-isoxazol-3-ylamine (265 mg, 1.90 mmol) in isopropanol (15 ml) was added a solution of HCl (3 drops, 4.0 m in dioxane). The reaction was heated to 80° C. and after 20 h. the reaction mixture was cooled to rt. The solvent was evaporated to dryness and the resultant solid was dissolved in EtOAc and neutralized by a 10% NaHCO3 water solution. The combined organic layers were washed with water, dried over MgSO4 and concentrated to give a foam. The crude material was purified through silica gel to give the title compound as a yellow solid (190 mg, 63%). MS (ESI) m/z=316 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07338959B2
Source datasetuspto-grants-2008_03
ORD IDord-8b8b14432ed848cb861e07e5ab948fca
Source noteuspto-grants-2008_03