Potassium Bromide → 2-[(1H-benzimidazol-2-ylmethoxy)methyl]-1H-benzimidazole chromium (III) chloride

HRID 1645210Notes

Reaction equation

HRID 1645210 reaction equation
[Cl-:1].[Cr+3:2].N1C2C=CC=CC=2N=C1CNCC1NC2C=CC=CC=2N=1.[Cl-].[Cl-].[NH:26]1[C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=2[N:28]=[C:27]1[CH2:35][O:36][CH2:37][C:38]1[NH:42][C:41]2[CH:43]=[CH:44][CH:45]=[CH:46][C:40]=2[N:39]=1.[K+].[Br-]>C1COCC1>[Cl-:1].[Cr+3:2].[NH:26]1[C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=2[N:28]=[C:27]1[CH2:35][O:36][CH2:37][C:38]1[NH:39][C:40]2[CH:46]=[CH:45][CH:44]=[CH:43][C:41]=2[N:42]=1.[Cl-:1].[Cl-:1]

Participants

5

Reactant 3

HCID 253877Potassium BromideHCID 27727642-(1H-benzimidazol-2-ylmethoxymethyl)-1H-benzimidazoleHCID 86638460N,N-bis(1H-benzimidazol-2-ylmethyl)amine chromium (III) chloride

Product 1

HCID 866384662-[(1H-benzimidazol-2-ylmethoxy)methyl]-1H-benzimidazole chromium (III) chloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3i was synthesised by an analogous procedure to that described for 3a using 2-[(1H-benzimidazol-2-ylmethoxy)methyl]-1H-benzimidazole (0.7 g, 2.5 mmol) and CrCl3(THF)3 (0.94 g, 2.5 mmol) in 20 ml of THF. Yield 0.96 g, 85%. Anal. Calc. for C16H14Cl3CrN4O (in %): C, 44.01; H, 3.23; N, 12.83. Found C, 44.19; H, 3.38; N, 12.70. IR (KBr, cm−1), υ 3232 (NH, s), υ 1620-1540 (ArC═C, C═N, m), δ 1477-1454 (N—H, s), δ 749 (CH, s). +FAB-MS: (m/z): 400 ([M-Cl]+) 365 ([M-2Cl]), 329 ([M-3Cl]).

Sources & evidence

ORD record
ord-7a60fa990c0a4a66ac5e8da7d241bf75
Source dataset
uspto-grants-2012_02
Patent number
US08124698B2

Reaction notes

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