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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 553398Generated: October 30, 2026

Water → HCID 86638033, compound

https://huagongshe.com/reaction/553398

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantThiophosgeneHCID 10040—
ReactantHCID 67461461HCID 67461461—
SolventChloroformHCID 6212—
ProductHCID 86638033HCID 8663803388.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

2,2-Dimethyl-3-(2-nitrobenzylamino)-1-propanol (1.07 g, 4.50 mmol) was dissolved in chloroform (20 ml) and the reaction solution was cooled to 0° C. Then triethylamine (1.82 g, 18.0 mmol), thiophosgene (0.52 g, 4.50 mmol) was added thereto and stirred at a temperature as is for two hours and at room temperature for one hour. The reaction mixture was added with water, stirred at room temperature for one hour and then extracted with ethyl acetate. The organic layer was washed with a saturated brine and then dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain 5,5-dimethyl-3-(2-nitrobenzyl)-[1,3]-oxazinan-2-thione (1.12 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048825B2
Source datasetuspto-grants-2011_11
ORD IDord-a884f5dc890a4740bf34e54d2f5ea035
Source noteuspto-grants-2011_11