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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1874162Generated: October 30, 2026

Hydroxylamine → N'-hydroxy-3-(2-methylpropan-2-ylsulfinamido)-3,3-bis(3-(trifluoromethoxy)phenyl)propanamidine

https://huagongshe.com/reaction/1874162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroxylamineHCID 787—
ReactantMethanolHCID 887—
ReactantTrifluoroacetic acidHCID 6422—
Reactant(R)-N-(2-cyano-1,1-bis(3-(trifluoromethoxy)phenyl)ethyl)-2-methylpropane-2-sulfinamideHCID 59459074—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductN'-hydroxy-3-(2-methylpropan-2-ylsulfinamido)-3,3-bis(3-(trifluoromethoxy)phenyl)propanamidineHCID 86613042—

Reaction Conditions

Temperature62.5 °C

Reaction Steps

(R)—N-(2-Cyano-1,1-bis(3-(trifluoromethoxy)phenyl)ethyl)-2-methylpropane-2-sulfinamide (140 mg, 0.28 mmol) was stirred in EtOH (3 mL) and NH2OH in H2O (3 mL) in a capped microwave tube. The mixture was heated in an oil bath at 60-65° C. for 2 h. LC-MS (ESI) 528.42 (M+H), retention time=3.46 min (10-90% MeOH in H2O with 0.1% TFA in a 4-min run). The cap was removed and the solvents were concentrated. The residue was dissolved in CH2Cl2, washed with H2O, dried over MgSO4, filtered, and concentrated to give crude N′-hydroxy-3-(2-methylpropan-2-ylsulfinamido)-3,3-bis(3-(trifluoromethoxy)phenyl)propanamidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304403B2
Source datasetuspto-grants-2012_11
ORD IDord-08955227b9284f0ea1e3f96f0ca286a5
Source noteuspto-grants-2012_11