HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Chloro-2-nitroaniline → 1-(3-Amino-4-nitro-phenyl)-1H-pyrrole-2-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Chloro-2-nitroaniline | HCID 74218 | — |
| Reactant | Methyl 2,5-dimethoxyoxolane-2-carboxylate | HCID 13152840 | — |
| Reactant | N-(5-amino-2-nitro-phenyl)-acetamide | HCID 18548776 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 1-(3-Amino-4-nitro-phenyl)-1H-pyrrole-2-carboxylic acid methyl ester | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06548495B2 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-93c42405e2b54655a13fc303273462ef |
| Source note | uspto-grants-2003_04 |