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

HRID 1645207Notes

Reaction equation

HRID 1645207 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]([CH2:40][C:41]1[NH:45][C:44]2[CH:46]=[CH:47][CH:48]=[CH:49][C:43]=2[N:42]=1)[CH:37]([CH3:39])[CH3:38].[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]([CH2:40][C:41]1[NH:42][C:43]2[CH:49]=[CH:48][CH:47]=[CH:46][C:44]=2[N:45]=1)[CH:37]([CH3:39])[CH3:38].[Cl-:1].[Cl-:1]

Participants

5

Reactant 3

HCID 253877Potassium BromideHCID 66775679N,N-bis(1H-benzimidazol-2-Ylmethyl)-N-isopropylamineHCID 86638460N,N-bis(1H-benzimidazol-2-ylmethyl)amine chromium (III) chloride

Product 1

HCID 86638463N,N-bis(1H-benzimidazol-2-ylmethyl)-N-isopropylamine chromium(III) chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3f was synthesised by an analogous procedure to that described for 3a using 2f (0.432 g, 1.35 mmol) and CrCl3(THF)3 (0.51 g, 1.35 mmol). Yield 1.20 g (84%). Anal. Calc. for C19H21Cl3CrN5 (in %): C, 47.77; H, 4.43; N, 14.66. Found C, 47.87; H, 4.35; N, 14.46. IR (KBr, cm−1), υ 3227 (NH, s), υ 1623-1550 (ArC═C, C═N, m), δ 1455, 1478, 1497 (N—H, s, m), υ 1275 (CN, m), δ 753 (CH, s). UV-VIS (DMF, 298 K): λmax/nm=459, 704, 731 (shoulder). +FAB-MS: (m/z): 441 ([M-Cl]+), 406 ([M-2Cl]), 320 ([M-CrCl3]). μeff·=3.46 MB.

Sources & evidence

ORD record
ord-f18d39a8cd614716bc270a376c5c3e43
Source dataset
uspto-grants-2012_02
Patent number
US08124698B2

Reaction notes

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