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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1831654Generated: November 3, 2026

Toluene → HCID 21912433, compound

https://huagongshe.com/reaction/1831654

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantTriethyl orthoacetateHCID 66221—
ReactantHCID 21912300HCID 21912300—
ProductHCID 21912433HCID 21912433—

Reaction Steps

A mixture of N-butyl-N-ethyl-2-methyl-N′-(2,4,6-trimethylphenyl)-pyrimidine-4, 5,6-triamine (105 mg, 0.63 mmol) and triethyl orthoacetate (0.204 g,1.25 mmol) and 10 mg of p-TsOH in toluene was heated reflux overnight. The mixture was concentrated to dryness and the residue was quenched with water and extracted with ethyl acetate. The organic layer was dried and concentrated to give yellow oil. The oil was purified through silica gel column chromatography using 1:1 of hexane:chloroform as eluent to give the title compound. 1H NMR(CDCl3) δ 7.01(s,2H), 3.9–4.1(m,4H), 2.45(s,3H), 2.35(s,3H), 2.20(s,3H), 1.91(s,6H), 1.6–1.8(m,2H), 1.35–1.5(m,2H), 1.29(t,3H), 0.99(t,3H) ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07067664B1
Source datasetuspto-grants-2006_06
ORD IDord-9ddb4fcc4f6b41fb888beda42a6836ac
Source noteuspto-grants-2006_06