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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1266743Generated: November 1, 2026

5-Chloro-2-nitroaniline → 1-(3-Amino-4-nitro-phenyl)-1H-pyrrole-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/1266743

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-nitroanilineHCID 74218—
ReactantMethyl 2,5-dimethoxyoxolane-2-carboxylateHCID 13152840—
ReactantN-(5-amino-2-nitro-phenyl)-acetamideHCID 18548776—
SolventAcetic AcidHCID 176—
Product1-(3-Amino-4-nitro-phenyl)-1H-pyrrole-2-carboxylic acid methyl esterHCID 69779857—

Reaction Steps

The title compound was prepared from N-(5-amino-2-nitro-phenyl)-acetamide [prepared from commercially available 5-chloro-2-nitroaniline as described in Example F6] and 2,5-dimethoxy-tetrahydro-furan-2-carboxylic acid methyl ester [CAS-no. 39658-49-6] in HOAc at 60° C. for 2 h according to the general procedure F. Obtained as a light yellow solid (757 mg). Deacetylation of this material was perfomed by stirring with 10 eq. NaOMe-sol. in MeOH at 23° C. for 1 h. Obtained as a yellow solid (594 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06548495B2
Source datasetuspto-grants-2003_04
ORD IDord-93c42405e2b54655a13fc303273462ef
Source noteuspto-grants-2003_04