Tetrahydrothiopyran-4-one → HCID 9813079, compound

HRID 1835815Notes

Reaction equation

HRID 1835815 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1)#[CH:2].[S:9]1[CH2:14][CH2:13][C:12](=O)[CH2:11][CH2:10]1>>[S:9]1[CH2:10][CH:11]=[C:12]([C:2]#[C:1][C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=2)[CH2:13][CH2:14]1

Participants

3

Reactant 2

HCID 66173Tetrahydrothiopyran-4-oneHCID 137268Ethynylpyridine

Product 1

HCID 9813079HCID 9813079, compound

Procedure

Reactants: 2-ethynylpyridine (6.0 mmol, 618 mg), tetrahydrothiopyran-4-one (6.0 mmol, 696 mg); yields 2-(3,6-dihydro-2H-thiopyran-4-ylethynyl)pyridine as a transparent oil (150 mg, 12% overall yield). 1H NMR (CDCl3, 300 MHz) δ 8.57 (m, 1H), 7.61 (m, 1H), 7.40 (m, 1H), 7.21 (m, 1H), 6.46 (m, 1H), 3.27 (m, 2H), 2.78 (m, 2H), 2.57 (m, 2H). MS (EI ionization) 201 (M+).

Sources & evidence

ORD record
ord-fd546f33f8634a8aa1c3cb4cf9c5493e
Source dataset
uspto-grants-2004_08
Patent number
US06774138B2

Reaction notes

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