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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1188280Generated: November 1, 2026

Sodium Carbonate → HCID 58305652, compound

https://huagongshe.com/reaction/1188280

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2,5-DimethoxytetrahydrofuranHCID 79098—
Reactant4-amino-3-methylbenzamideHCID 12118057—
SolventAcetic AcidHCID 176—
ProductHCID 58305652HCID 58305652671.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

The 2,5-dimethoxy-tetrahydrofuran (106 g, 80 mmol) was added to the solution of 4-amino-3-methylbenzamide (100 g, 66.7 mmol) in AcOH (300 mL). The mixture was stirred at 80° C. for about 1.5 h and then cooled to room temperature. The solution of Na2CO3 was added dropwise at 0° C. and extracted with ethyl acetate for three times. The combined organic layers were washed with brine, dried over Na2SO4, concentrated and washed with petroleum ether. The resultant solid was filtrated and dried to afford 3-methyl-4-(1H-pyrrol-1-yl)benzamide as a pale solid (89.7 g, yield 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673961B2
Source datasetuspto-grants-2014_03
ORD IDord-92616baeae694763b69dc389cc367170
Source noteuspto-grants-2014_03