Synthesis of 2,4,5-tribromoimidazole

Preparation of 2,4,5-tribromoimidazole

Bromine (9.6 g) in anhydrous acetic acid (20 ml) was added during 30 min to a stirred solution of imidazole (1.36 g) and sodium acetate (20 g) in acetic acid (180 ml). When about one-third of the bromine had been consumed, more sodium acetate (5 g) was added. Stirring was continued for 2.5 h. During this time tri­bromoimidazole began to separate. The acetic acid was evaporated and water (600 ml) was added. The white precipitate, consisting of tribromoimidazole, was collected, washed with water and dried. Yield: 4.30 g, 71 % with melting point 221-222 °C.

Acta Chem. Scand. 27 (1973) No. 6

IUPAC Name

2,4,5-tribromo-1H-imidazole

InChI

InChI=1S/C3HBr3N2/c4-1-2(5)8-3(6)7-1/h(H,7,8)

InChI Key

JCGGPCDDFXIVQB-UHFFFAOYSA-N

Canonical SMILES

C1(=C(N=C(N1)Br)Br)Br

MeSH Synonyms

2,4,5-tribromoimidazole, 2,4,5-tribromoimidazole cadmium salt (2:1)

Depositor-Supplied Synonyms

2,4,5-TRIBROMOIMIDAZOLE, 2034-22-2, 2,4,5-Tribromo-1H-imidazole, 1H-Imidazole, 2,4,5-tribromo-, Imidazole, 2,4,5-tribromo-, JCGGPCDDFXIVQB-UHFFFAOYSA-N, EINECS 217-997-5, NSC 514965, BRN 0115314, AI3-62059, AC-907/25014002, Tribromoimidazole, ZINC00967314, PubChem7150, 2,5-Tribromoimidazole, 2,4,5-tribromoimidazo, ACMC-1CMBX, Imidazole,4,5-tribromo-, 2,4,5-tribromo-imidazole, 2,4,5-Tribromoimidazol e, AC1L27KK, SCHEMBL69879, 2, 4, 5-Tribromoimidazole, KSC490O7H, 1H-Imidazole,4,5-tribromo-, 141704_ALDRICH, CHEMBL363992, Jsp004158, CTK3J0773, MolPort-000-158-730, 2,4,5-Tribromo-1H-imidazole #, 2,4,5-tribromoimidazole (nominal), ACT07502, ANW-24032, CL2210, CT-476, NSC514965, SBB001252, AKOS015835021, AC-7522, AN-8939, LS20303, NSC-514965, RL02527, RTR-009477, 73941-35-2 (cadmium[2:1]salt), AJ-24448, AK-34011, BR-34011, CJ-04578, KB-17095, LS-78946, N581, SC-02285, ZB015379, AB0005660, AB1007956, ST2415700, TR-009477, A4426, AM20090155, FT-0609785, M-1255, 5-23-04-00465 (Beilstein Handbook Reference), I14-2538, 3B1-002840, 3B3-001683

Removed Synonyms

null, CID16253, T2266

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