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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1032478Generated: October 27, 2026

Water → Methyl 4-(2,3-dichlorophenyl)-1H-pyrrole-3-carboxylate

https://huagongshe.com/reaction/1032478

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTosylmethyl isocyanideHCID 161915—
ReactantSodium MethoxideHCID 10942334—
ReactantButanoic acid, 2-[(2,3-dichlorophenyl)methylene]-3-oxo-, methyl esterHCID 54242386—
SolventMethanolHCID 887—
ProductMethyl 4-(2,3-dichlorophenyl)-1H-pyrrole-3-carboxylateHCID 1508783158%

Reaction Steps

With stirring, 20 g of methyl α-methylcarbonyl-2,3-dichlorocinnamate are added at 0° C. to a 22 % by weight solution of (p-tolylsulfonyl)methyl isocyanide prepared according to Example P1 (a). Then 26.3 g of a 30% solution of sodium methylate in methanol are added dropwise over 2 hours. The mixture is stirred for 2 hours and then 35 ml of water are added dropwise. The reaction mixture is concentrated at +50° C. under vacuum. After addition of 70 ml of water, the reaction mixture is concentrated once more under vacuum and then filtered. The filter residue is washed with toluene and recrystallised from ethanol, affording 10.8 g (58% of theory) of 4-methoxycarbonyl-3-(2,3-dichlorophenyl)-pyrrole which melts at 200°-201° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04958030
Source datasetuspto-grants-1990_09
ORD IDord-d5b83b86c40c4ba0a9b467df0b383263
Source noteuspto-grants-1990_09