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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712288Generated: October 29, 2026

O-Methylhydroxylamine hydrochloride → 1-ethyl-3-[7-[(E)-N-methoxy-C-methylcarbonimidoyl]-5-phenylmethoxy-1,3-benzothiazol-2-yl]urea

https://huagongshe.com/reaction/712288

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-Methylhydroxylamine hydrochlorideHCID 521874—
Reactant1-(7-Acetyl-5-benzyloxy-1,3-benzothiazol-2-yl)-3-ethyl-ureaHCID 86664000—
SolventDimethylformamideHCID 6228—
Product1-ethyl-3-[7-[(E)-N-methoxy-C-methylcarbonimidoyl]-5-phenylmethoxy-1,3-benzothiazol-2-yl]ureaHCID 8722254978%

Reaction Conditions

Temperature60 °C

Reaction Steps

O-Methyl hydroxylamine hydrochloride (289 mg, 3.46 mmol) was added to 1-(7-acetyl-5-benzyloxy-1,3-benzothiazol-2-yl)-3-ethyl-urea (650 mg, 1.73 mmol) in DMF (7 mL). The reaction mixture was heated to 60° C. for 2 h after which time LCMS indicated clean conversion to the desired product. The reaction was diluted with EtOAc, washed with water then brine and the organic layer dried (MgSO4), filtered and the solvent removed in vacuo to give the desired compound an off white solid, 550 mg, 78% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181234B2
Source datasetuspto-grants-2015_11
ORD IDord-67d78661df944640bd8ecb4789f31215
Source noteuspto-grants-2015_11