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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919571Generated: November 1, 2026

Methyl acetoacetate → HCID 59272686, compound

https://huagongshe.com/reaction/1919571

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
Reactant2-Chloro-4-fluorobenzaldehydeHCID 145024—
ReactantSodium AcetateHCID 517045—
ReactantHCID 67500107HCID 67500107—
SolventEthanolHCID 702—
ProductHCID 59272686HCID 5927268631.6%

Reaction Steps

2 mmol 4-methyl-5-thiazolformamidine acetate, 2 mmol 2-chloro-4-fluorobenzaldehyde, 2 mmol methyl acetoacetate and 2.2 mmol sodium acetate were reacted under reflux in 10 ml anhydrous ethanol for 20 hr, concentrated, and then ethyl acetate and water were added to separate the layers. The ethyl acetate layer was dried over anhydrous sodium sulfate, and separated by a column chromatography to obtain 0.24 g of a colorless crystal with mp 145-147° C.; 1H-NMR (400 MHz, DMSO-d6) δ 2.34 (3H, s); 2.38 (3H, s); 3.50 (3H, s); 5.95 (1H, s); 7.12-7.49 (3H, m); 9.08 (1H, s); 9.61 (1H, s); MS (EI) 379.0 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168642B2
Source datasetuspto-grants-2012_05
ORD IDord-86967fb6dba84520ae0926421b35db35
Source noteuspto-grants-2012_05