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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1834506Generated: October 27, 2026

Tetrahydrothiopyran-4-one → 3,4-dihydro-6-(1,1-dimethylethyl)-8-iodospiro-[2H-1,3-benzoxazine-2,4'-tetrahydrothiopyran]

https://huagongshe.com/reaction/1834506

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrothiopyran-4-oneHCID 66173—
Reactant2-Aminomethyl-4-t-butyl-6-iodophenolHCID 119286—
SolventBenzeneHCID 241—
Product3,4-dihydro-6-(1,1-dimethylethyl)-8-iodospiro-[2H-1,3-benzoxazine-2,4'-tetrahydrothiopyran]HCID 1285789962%

Reaction Steps

A mixture of 2-aminomethyl-4-(1,1-dimethylethyl)-6-iodophenol (3.0 g., 0.01 mole), tetrahydrothiopyran-4-one (1.18 g., 0.01 mole), and benzene (100 ml.), is refluxed under a Dean-Stark trap for 4 hr. The solvent is evaporated, and the residue is crystallized from ethanol to obtain 3,4-dihydro-6-(1,1-dimethylethyl)-8-iodospiro[2H-1,3-benzoxazine-2,4'-tetrahydrothiopyran], (2.5 g.), m.p. 123°-124° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04070464
Source datasetuspto-grants-1978_01
ORD IDord-f8ff19187d5b480ca578ee7dd76a3e15
Source noteuspto-grants-1978_01