2,5-Dichloro-4-nitroaniline → HCID 19995513, compound

HRID 2164039Notes

Reaction equation

[Cl:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[C:6](Cl)=[CH:5][C:3]=1[NH2:4].[CH3:13][O-:14]>>[Cl:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[C:6]([O:14][CH3:13])=[CH:5][C:3]=1[NH2:4]

Participants

Reactant 2

HCID 231082,5-Dichloro-4-nitroaniline

HCID 3826051Methoxide

Product 1

HCID 19995513HCID 19995513, compound

Procedure

Similarly, 2,5-dichloro-4-nitroaniline is allowed to react with methoxide ion to afford 2-chloro-4-nitro-5-methoxyaniline, m.p. 150°-152° C. Also by allowing 2,3-dichloro-4-nitroaniline to react with sodium ethoxide, sodium propoxide, sodium butoxide and sodium benzyloxide, 3 ethoxy-, 3-propoxy-, 3-isopropoxy-, 3-butoxy- and 3-benzyloxy-4-nitroaniline are obtained.

Sources & evidence

ORD record: ord-dab3b7d85b494015bdd2dbae28074d5d
Source dataset: uspto-grants-1979_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04137310

Reaction notes

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