Synthesis of 2,4,6-trichloroaniline

Preparation of 2,4,6-trichloroaniline

Preparation of 2,4,6-trichloroaniline

Preparation of 2,4,6-trichloroaniline

10 g. of dry aniline are dissolved in 200 g. dry carbon tetrachloride, and placed in a flask fitted with a mechanical stirrer. The flask is surrounded by an efficient freezing mixture, so that the temperature is about -10 °C. Through one of the side tubes is passed dry gaseous chlorine mixed with dry carbon dioxide (equal volumes). A white crystalline deposit of 2,4,6-trichloroaniline is thrown down, but if the temperature is allowed to rise or the materials are not absolutely dry, the product is contaminated with aniline black. The crystals are filtered off and recrystallised from alcohol.

Systematic organic chemistry, by W. M. Cumming, 355, 1937.

IUPAC Name

2,4,6-trichloroaniline

InChI

InChI=1S/C6H4Cl3N/c7-3-1-4(8)6(10)5(9)2-3/h1-2H,10H2

InChI Key

NATVSFWWYVJTAZ-UHFFFAOYSA-N

Canonical SMILES

C1=C(C=C(C(=C1Cl)N)Cl)Cl

MeSH Synonyms

2,4,6-trichloraniline, 2,4,6-trichloroaniline, 2,4,6-trichloroaniline hydrochloride

Depositor-Supplied Synonyms

2,4,6-TRICHLOROANILINE, 634-93-5, s-Trichloroaniline, Benzenamine, 2,4,6-trichloro-, sym-Trichloroaniline, 2,4,6-Trichlorobenzenamine, 2,4,6-Trichlorophenylamine, Aniline, 2,4,6-trichloro-, 1-Amino-2,4,6-trichlorobenzene, CCRIS 601, HSDB 2654, NATVSFWWYVJTAZ-UHFFFAOYSA-N, NSC 2114, EINECS 211-219-8, 2,4,6-TCA, BRN 0879568, AC-907/25014096, PubChem9974, 2,6-Trichloroaniline, ACMC-209nfz, 2,6-Trichlorophenylamine, Aniline,4,6-trichloro-, DSSTox_CID_1379, WLN: ZR BG DG FG, AC1L1ZO3, Benzenamine,4,6-trichloro-, DSSTox_RID_76122, UNII-J7IC72N9B0, DSSTox_GSID_21379, KSC490E8J, 91141_ALDRICH, SCHEMBL657760, 1-Amino-2,6-trichlorobenzene, 35996_RIEDEL, AC1Q50Z1, J7IC72N9B0, CHEMBL1894620, DTXSID6021379, 35996_FLUKA, 91141_FLUKA, CTK3J0284, NSC2114, (2,4,6-trichloro-phenyl)-amine, 33663-50-2 (hydrochloride), ZINC164529, NSC-2114, Tox21_201063, 2,4,6-TRICHLORO-PHENYLAMINE, ANW-34653, MFCD00007663, SBB058994, ZINC00164529, AKOS000119904, LS-1527, MCULE-3398356973, PS-6295, TF10593, TRA0066447, NCGC00090846-01, NCGC00090846-02, NCGC00258616-01, AC-10672, AJ-16196, AK-45526, AN-46978, CAS-634-93-5, CJ-02162, KB-17157, OR034138, SC-05975, ZB008187, AB1009187, DB-030779, ST2415718, TL8004425, TR-021854, FT-0609847, ST50406571, T0375, X-4431, 4-12-00-01281 (Beilstein Handbook Reference), I01-4438, T7101400, W-104909, F0001-1722, InChI=1/C6H4Cl3N/c7-3-1-4(8)6(10)5(9)2-3/h1-2H,10H

Removed Synonyms

null, C6H4Cl3N, MolPort-000-181-405, CID12471, RTR-021854, A1751

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