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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 126963Generated: October 27, 2026

Toluene → 1-Hydroxy-4-(beta-methylsulfonylethoxy)-N-n-hexadecyl-2-naphthamide

https://huagongshe.com/reaction/126963

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant2-Naphthalenecarboxamide, N-hexadecyl-1,4-dihydroxy-HCID 3089134—
ReactantMethanesulfonylethanolHCID 21979976—
SolventWaterHCID 962—
Product1-Hydroxy-4-(beta-methylsulfonylethoxy)-N-n-hexadecyl-2-naphthamideHCID 13643661—

Reaction Steps

10 g (0.023 mol) of 1,4-dihydroxy-N-n-hexadecyl-2-naphthamide, 5.7 g (0.046 mol) of methylsulfonylethanol and 4.4 g (0.023 mol) of p-toluenesulfonic acid were added to 50 ml of dehydrated toluene. The mixture was refluxed with heating for 5 hours and the water produced was removed. Toluene was removed under reduced pressure. 100 ml of methanol was added to the mixture. The crystals thus deposited were collected by filtration to obtain 10.8 g (88%) of Coupler (2). Melting Point: 107° to 109° C. (recrystallized from methanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04254212
Source datasetuspto-grants-1981_03
ORD IDord-0c77bb0b012e42618ef5473bf0aec8cb
Source noteuspto-grants-1981_03