Ethanol → Benzoic acid, 4-amino-3-nitro-, ethyl ester

Reaction equation

[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].CO.[CH3:16][CH2:17]O>>[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH2:16][CH3:17])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12]

Participants

Reactant 3

HCID 702Ethanol

HCID 887Methanol

HCID 74115Benzoic acid, 4-amino-3-nitro-

Product 1

HCID 3018687Benzoic acid, 4-amino-3-nitro-, ethyl ester

Procedure

Ethyl 4-amino-3-nitrobenzoate (D212) was prepared in an analogous manner to Description from commercially available 4-amino-3-nitrobenzoic acid using EtOH as solvent instead of MeOH.

Sources & evidence

ORD record: ord-e289b94a4e3f4cf2820f0c4c24f66202
Source dataset: uspto-grants-2007_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07253198B2

Reaction notes

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