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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 614703Generated: November 2, 2026

Formaldehyde → 2-Tetrazoline-5-thione, 1-(hydroxymethyl)-4-phenyl-

https://huagongshe.com/reaction/614703

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantThionyl ChlorideHCID 24386—
ReactantSodium ethoxideHCID 2723922—
ReactantHCID 15291093HCID 15291093—
ReactantHCID 86736426HCID 86736426—
Reactant1-phenyltetrazole-5-thiolHCID 178527986—
SolventBenzeneHCID 241—
SolventDimethylformamideHCID 6228—
Product2-Tetrazoline-5-thione, 1-(hydroxymethyl)-4-phenyl-HCID 208599—

Reaction Steps

1-Phenyl-4-hydroxymethyltetrazolin-5-thione which was prepared from 1-phenyl-5-mercaptotetrazole and an excess amount of formaldehyde was reacted with 2 to 5 times on a molar basis of thionyl chloride in benzene at 50° C. for 3 hours to prepare 1-phenyl-4-chloromethyltetrazolin-5-thione. This was reacted with an equimolar amount of 1,4-dihydroxy-N-(2-tetradecyloxy)-phenylnaphthamide in DMF in the presence of 1.5 to 3 times on a molar basis of sodium ethoxide to obtain Coupler (42).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04146396
Source datasetuspto-grants-1979_03
ORD IDord-93c2ed129dcb47a3b98202638c6070c6
Source noteuspto-grants-1979_03