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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 23252Generated: October 26, 2026

Pyridine → Ethyl 4-methyl-5-(4-nitrophenyl)-2-(3-phenylureido)thiophene-3-carboxylate

https://huagongshe.com/reaction/23252

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPhenyl isocyanateHCID 7672—
ReactantEthyl 2-amino-4-methyl-5-(4-nitrophenyl)thiophene-3-carboxylateHCID 15541848—
SolventTolueneHCID 1140—
ProductEthyl 4-methyl-5-(4-nitrophenyl)-2-(3-phenylureido)thiophene-3-carboxylateHCID 1213233793.4%

Reaction Conditions

Temperature97.5 °C

Reaction Steps

Toluene (500 ml), pyridine (12.27 g, 155.06 mmol) and phenyl isocyanate (14.58 g, 122.41 mmol) were added to ethyl 2-amino-4-methyl-5-(4-nitrophenyl)thiophene-3-carboxylate (25.00 g, 81.61 mmol), and the mixture was stirred at 95-100° C. for 4 hours. It was confirmed that starting materials were almost disappeared. After the reaction solution was stirred for 2 hours under ice-cooling, the crystals were isolated with a centrifuging machine and washed with cold toluene (150 ml). The crystals were dried under vacuum at 60° C. for 8 hours to give ethyl 4-methyl-5-(4-nitrophenyl)-2-(3-phenylureido)thiophene-3-carboxylate (32.42 g, 76.20 mmol, 93.4%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06849738B2
Source datasetuspto-grants-2005_02
ORD IDord-6ad1798a0b594bf49f4b78333436ad74
Source noteuspto-grants-2005_02