Sulfuryl chloride → 2-[(4-Methylphenoxy)methyl]thiophene-3-sulfonyl chloride

HRID 2270751Notes

Reaction equation

[CH3:1][C:2]1[CH:22]=[CH:21][C:5]([O:6][CH2:7][C:8]2[S:9][CH:10]=[CH:11][C:12]=2[S:13](C2NC=CC=2)(=[O:15])=[O:14])=[CH:4][CH:3]=1.[OH-].[Na+].CCO.S(Cl)([Cl:31])(=O)=O>>[CH3:1][C:2]1[CH:22]=[CH:21][C:5]([O:6][CH2:7][C:8]2[S:9][CH:10]=[CH:11][C:12]=2[S:13]([Cl:31])(=[O:15])=[O:14])=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 24648Sulfuryl chloride

HCID 23692425Sodium hydroxide ethanol

HCID 865839612-[(4-Methylphenoxymethyl]thiophene-3-sulfonyl}pyrrole

Product 1

HCID 234452572-[(4-Methylphenoxy)methyl]thiophene-3-sulfonyl chlorideYield 46%

Procedure

2-[(4-methylphenoxy)methyl]thiophene-3-sulfonyl chloride was prepared, as described in Example 64E, using N-{2-[(4-methylphenoxymethyl]thiophene-3-sulfonyl}pyrrole by basic hydrolysis (NaOH/EtOH) followed by conversion to the corresponding sulfonyl chloride, in 46% yield.

Sources & evidence

ORD record: ord-f4428b8ecd154c629b05ffb84f862042
Source dataset: uspto-grants-2001_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06331637B1

Reaction notes

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