Synthesis of 2-iodo-4-nitroaniline

Preparation of 2-iodo-4-nitroaniline

Preparation of 2-iodo-4-nitroaniline

Preparation of 2-iodo-4-nitroaniline

10 g of 4-nitroaniline are dissolved in the least possible quantity of cold glacial acetic acid, and, with continual stirring, a solution of 17.8 g of iodine chlorine dissolved in acetic acid added slowly. When all the iodine chloride has been added the reaction mixture is allowed to stand for one hour and then poured into 1 liter of boiling water. After boiling for a few minutes the solution is filtered, and on cooling, the filtrate forms long yellow needles of 2-iodo-4-nitroaniline, melting at 105° C.

By working at a higher temperature and using double the quantity of iodine chloride, 2,6-diiodo-4-nitroaniline could be obtained.

Preparation of 2,6-diiodo-4-nitroaniline

Preparation of 2,6-diiodo-4-nitroaniline

Preparation of organic compounds, E. de. Barry Barnett, 61, 1912

IUPAC Name

2-iodo-4-nitroaniline

InChI

InChI=1S/C6H5IN2O2/c7-5-3-4(9(10)11)1-2-6(5)8/h1-3H,8H2

InChI Key

LOLSEMNGXKAZBZ-UHFFFAOYSA-N

Canonical SMILES

C1=CC(=C(C=C1[N+](=O)[O-])I)N

MeSH Synonyms

2-iodo-4-nitroaniline

Depositor-Supplied Synonyms

2-Iodo-4-nitroaniline, 6293-83-0, SBB064807, 2-iodo-4-nitrophenylamine, NSC9179, PubChem10438, 2-iodo-4-nitro-aniline, AC1L5BYN, 2-iodo-4-nitrobenzenamine, AC1Q4PE4, 2-Iodo-4-nitro-phenylamine, ACMC-1B66L, 2-amino-5-nitro-iodobenzene, KSC494C4B, SCHEMBL790761, 576689_ALDRICH, (2-iodo-4-nitro-phenyl)-amine, CTK3J4140, LOLSEMNGXKAZBZ-UHFFFAOYSA-N, MolPort-000-893-662, EBD16422, NSC-9179, NSC42977, ANW-34458, AR-1E2829, CI-386, CL8397, FC1153, NSC-42977, STK398275, ZINC04365981, AKOS000313014, AC-6171, AM84080, AN-1003, LS10036, MCULE-7221796462, RL04394, RTR-021660, AJ-50885, AK-35920, BR-35920, CJ-12008, KB-24633, SY023995, AB0025927, DB-028118, ST2410054, TR-021660, A8687, FT-0081599, FT-0602167, ST45059489, TL80090778, W7492, S-2229, I01-5921, 3B3-028080, InChI=1/C6H5IN2O2/c7-5-3-4(9(10)11)1-2-6(5)8/h1-3H,8H

Removed Synonyms

CID222629, 6954-29-6

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