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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1046646Generated: October 31, 2026

Sodium Bicarbonate → HCID 59251308, compound

https://huagongshe.com/reaction/1046646

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantMethyl 4-bromo-2,2-dimethyl-3-oxobutanoateHCID 15577086—
ReactantHCID 178511965HCID 178511965—
SolventIsopropanolHCID 3776—
ProductHCID 59251308HCID 5925130857%

Reaction Conditions

Temperature170 °C

Reaction Steps

A mixture of N-(4-bromophenyl)-2,6-dichlorobenzamidine (1.03 g, 3.0 mmol), methyl 4-bromo-2,2-dimethylacetoacetate (1.78 g, 8.0 mmol) and NaHCO3 (0.76 g, 9.0 mmol) in isopropanol (12 mL) was heated in a microwave unit (Biotage Initiator™) at 170° C. for 25 min. The resulting mixture was decanted and the solids rinsed with EtOAc. The combined filtrates were concentrated and purified by chromatography (silica, EtOAc/Hex, 15:85 to 50:50) to give the title compound (0.80 g, 57%) as a pale yellow solid. 1H-NMR (DCM-d2): δ 7.44 (d, 2H), 7.27-7.34 (m, 3H), 7.09 (m, 2-1), 3.67 (s, 3H), 1.61 (s, 6H); MS (ES): 467, 469, 471 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569352B2
Source datasetuspto-grants-2013_10
ORD IDord-608d5090cb544b08833580880ad90532
Source noteuspto-grants-2013_10