Potassium Bromide → N,N-bis(1H-benzimidazol-2-ylmethyl)-N-benzylamine chromium (III) chloride

HRID 1645205Notes

Reaction equation

HRID 1645205 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][N:36]([CH2:44][C:45]1[NH:49][C:48]2[CH:50]=[CH:51][CH:52]=[CH:53][C:47]=2[N:46]=1)[CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1.[K+].[Br-]>CN(C=O)C>[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][N:36]([CH2:44][C:45]1[NH:46][C:47]2[CH:53]=[CH:52][CH:51]=[CH:50][C:48]=2[N:49]=1)[CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1.[Cl-:1].[Cl-:1]

Participants

5

Reactant 3

HCID 253877Potassium BromideHCID 21107922N,N-bis(1H-benzimidazol-2-ylmethyl)-N-benzylamineHCID 86638460N,N-bis(1H-benzimidazol-2-ylmethyl)amine chromium (III) chloride

Product 1

HCID 86638462N,N-bis(1H-benzimidazol-2-ylmethyl)-N-benzylamine chromium (III) chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3d was synthesised by an analogous procedure to that described for 3a using 2d (0.63 g, 1.73 mmol) and CrCl3(THF)3 (0.65 g, 1.73 mmol). Yield 0.79 g (88%). Anal. Calc. for C23H21Cl3CrN5 (in %): C, 52.54; H, 4.03; N, 13.32. Found C, 52.43; H, 4.03; N, 13.23. IR (KBr, cm−1), υ 3255 (NH, s), υ 1617-1550 (ArC═C, C═N, m), δ 1454, 1477, 1496 (N—H, s, m), υ 1276 (CN, s), δ 749 (CH, s). UV-VIS (DMF, 298 K): λmax/nm (εmax/dm3 mol−1 cm−1)=462 (162), 665 (75), 726 (shoulder). +FAB-MS: (m/z): 489 ([M-Cl]+), 454 ([M-2Cl]), μμeff·=4.00 MB.

Sources & evidence

ORD record
ord-942cebd2d0b14c5e8a26c6d091ab42f4
Source dataset
uspto-grants-2012_02
Patent number
US08124698B2

Reaction notes

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