N-(5-hydroxy-4-oxo-4H-pyran-2-ylmethyl)-benzene sulfonamide → N-(5-Hydroxy-4-oxo-4H-pyran-2-ylmethyl)-3-methyl-benzenesulfonamide

HRID 1846857Notes

Reaction equation

HRID 1846857 reaction equation
C([O:8][C:9]1[C:10](=[O:27])[CH:11]=[C:12]([CH2:15][NH:16][S:17]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[CH:21]=2)(=[O:19])=[O:18])[O:13][CH:14]=1)C1C=CC=CC=1.OC1C(=O)C=C(CNS(C2C=CC=CC=2)(=O)=O)OC=1>>[OH:8][C:9]1[C:10](=[O:27])[CH:11]=[C:12]([CH2:15][NH:16][S:17]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[CH:21]=2)(=[O:19])=[O:18])[O:13][CH:14]=1

Participants

3

Reactant 2

HCID 86725691N-(5-hydroxy-4-oxo-4H-pyran-2-ylmethyl)-benzene sulfonamideHCID 86725714N-(5-Benzyloxy-4-oxo-4H-pyran-2-ylmethyl)-3-methyl-benzenesulfonamide

Product 1

HCID 86725715N-(5-Hydroxy-4-oxo-4H-pyran-2-ylmethyl)-3-methyl-benzenesulfonamideYield 81.5%

Procedure

N-(5-Hydroxy-4-oxo-4H-pyran-2-ylmethyl)-3-methyl-benzenesulfonamide (8-04) (15 g, crude) was synthesized as a light brown solid from N-(5-benzyloxy-4-oxo-4H-pyran-2-ylmethyl)-3-methyl-benzenesulfonamide (7-04) (24.0 g, 62.33 mmol) following the procedure described for N-(5-hydroxy-4-oxo-4H-pyran-2-ylmethyl)-benzenesulfonamide (8-01).

Sources & evidence

ORD record
ord-d176c1bc55fb4e899497e4b1044f2e4c
Source dataset
uspto-grants-2015_02
Patent number
US08952039B2

Reaction notes

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