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

HRID 1645208Notes

Reaction equation

HRID 1645208 reaction equation
[Cl-:1].[Cr+3:2].[NH:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N:5]=[C:4]1[CH2:12][NH:13][CH2:14][C:15]1[NH:19][C:18]2[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=2[N:16]=1.[Cl-].[Cl-].[K+].[Br-]>CN(C=O)C>[Cl-:1].[Cr+3:2].[NH:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N:5]=[C:4]1[CH2:12][N:13]([CH2:14][C:15]1[NH:16][C:17]2[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=2[N:19]=1)[CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.[Cl-:1].[Cl-:1]

Participants

4

Reactant 2

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

Product 1

HCID 86638464N,N-bis(1H-benzimidazol-2-ylmethyl)-N-cyclohexylamine chromium (III) chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3g was synthesised by an analogous procedure to that described for 3a using 2g (1 g, 2.79 mmol) and CrCl3(THF)3 (1.04 g, 2.79 mmol). Yield 1.07 g (74%). Anal. Calc. for C22H25Cl3CrN5 (in %): C, 51.03; H, 4.87; N, 13.52. Found C, 50.93; H, 4.71; N, 13.64. IR (KBr, cm−1), υ 3225 (NH, s), υ 1623-1540 (ArC═C, C═N, m), δ 1455, 1478, 1496 (N—H, s, m), υ 1276 (CN, m), δ 750 (CH, s). UV-VIS (DMF, 298 K): λmax/nm (εmax/dm3 mol−1 cm−1)=459 (160), 704 (65), 733 (shoulder). +FAB-MS: (m/z): 481 ([M-Cl]+), 446 ([M-2Cl]), 360 ([M-CrCl3]). μeff·=3.88 MB.

Sources & evidence

ORD record
ord-272190a801054bfeb8910d0dbd7ccb07
Source dataset
uspto-grants-2012_02
Patent number
US08124698B2

Reaction notes

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