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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 967980Generated: November 1, 2026

Toluene → HCID 21912433, compound

https://huagongshe.com/reaction/967980

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 numberUS06956047B1
Source datasetuspto-grants-2005_10
ORD IDord-5f4379d0eef0428b8af9dee3018bd4f7
Source noteuspto-grants-2005_10