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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709176Generated: October 29, 2026

Sodium Carbonate → HCID 58305652, compound

https://huagongshe.com/reaction/709176

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 numberUS09180119B2
Source datasetuspto-grants-2015_11
ORD IDord-4640d535dfa34bd1bae42f54d92898d5
Source noteuspto-grants-2015_11