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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1266742Generated: November 2, 2026

5-Chloro-2-nitroaniline → 5-(2-Methoxymethyl-pyrrol-1-yl)-2-nitro-phenylamine

https://huagongshe.com/reaction/1266742

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-nitroanilineHCID 74218—
ReactantN-(5-amino-2-nitro-phenyl)-acetamideHCID 18548776—
Reactant2,5-Dimethoxy-2-methoxymethyl-tetrahydro-furanHCID 18548896—
SolventAcetic AcidHCID 176—
Product5-(2-Methoxymethyl-pyrrol-1-yl)-2-nitro-phenylamineHCID 18548817—

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-2-methoxymethyl-tetrahydro-furan [CAS-no. 98560-90-8] in HOAc at 60° C. for 2 h according to the general procedure F. Obtained as a light brown solid (620 mg). Deacetylation of this material was perfomed by stirring with 2 eq. 2 N NaOH-sol. in 1,4-dioxane at 60° C. for 21 h. Obtained as a yellow solid (511 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06548495B2
Source datasetuspto-grants-2003_04
ORD IDord-3b5f60c50e3741d7b669879ebb68e46a
Source noteuspto-grants-2003_04