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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1928534Generated: October 31, 2026

Diethylene Glycol → 2-(6-Methyl-2-(4-methylphenyl)imidazo(1,2-a)pyridin-3-yl)acetic acid

https://huagongshe.com/reaction/1928534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethylene GlycolHCID 8117—
ReactantPotassium HydroxideHCID 14797—
ReactantHydrazine hydrate (1:1)HCID 24654—
ReactantHCID 68620027HCID 68620027—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
Product2-(6-Methyl-2-(4-methylphenyl)imidazo(1,2-a)pyridin-3-yl)acetic acidHCID 11425987—

Reaction Conditions

Temperature150 °C

Reaction Steps

In a clean round bottom flask was charged oxoacetic acid (68 mmol) from example 1, 100 ml of diethylene glycol, hydrazine hydrate (184 mmol) and potassium hydroxide (115 mmol). The reaction mixture was heated to a temperature of 120-180° C. The reaction was monitored by TLC. After completion of the reaction, the reaction mass was cooled to room temperature and 100 ml of water was added. The reaction mass was further cooled to 0-10° C. and the pH was adjusted to 6-6.5 using acetic acid and stirred for 1 hour. The solid obtained was filtered, washed with water and dried in oven at 90-100° C. Yield: 16 gm of the title compound, m.p. 228-230° C. Purity 97% (HPLC).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183377B2
Source datasetuspto-grants-2012_05
ORD IDord-cac5e8c5a76549ecb93f7607321569e8
Source noteuspto-grants-2012_05