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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 330966Generated: November 2, 2026

Dichloromethane → 1H-Imidazole-1-carboxylic acid, 4-[(aminooxy)methyl]-, 1,1-dimethylethyl ester

https://huagongshe.com/reaction/330966

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantHydrazine hydrate (1:1)HCID 24654—
ReactantHCID 86693986HCID 86693986—
SolventEthanolHCID 702—
Product1H-Imidazole-1-carboxylic acid, 4-[(aminooxy)methyl]-, 1,1-dimethylethyl esterHCID 8669398751%

Reaction Steps

To a mixture of tert-butyl 4-{[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)oxy]methyl}-1H-imidazole-1-carboxylate 121 (1.72 g, 5.00 mmol) in a solution of DCM (20 mL) and ethanol (4 mL) was added hydrazine hydrate (0.287 mL, 5.00 mmol) at room temperature. The mixture was stirred at room temperature overnight, filtered and concentrated to provide a residue which was washed with ether and methanol to give 122 (0.54 g, 51%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877743B2
Source datasetuspto-grants-2014_11
ORD IDord-46e2b27df68145f6bc3dffc66820f7e3
Source noteuspto-grants-2014_11