N,N-bis(1H-benzimidazol-2-ylmethyl)-N-methylamine → N,N-bis(1H-benzimidazol-2-ylmethyl)-N-methylamine chromium (III) chloride

HRID 1645203Notes

Reaction equation

HRID 1645203 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]([CH2:38][C:39]1[NH:43][C:42]2[CH:44]=[CH:45][CH:46]=[CH:47][C:41]=2[N:40]=1)[CH3:37].[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]([CH2:38][C:39]1[NH:40][C:41]2[CH:47]=[CH:46][CH:45]=[CH:44][C:42]=2[N:43]=1)[CH3:37].[Cl-:1].[Cl-:1]

Participants

5

Reactant 3

HCID 59460N,N-bis(1H-benzimidazol-2-ylmethyl)-N-methylamineHCID 253877Potassium BromideHCID 86638460N,N-bis(1H-benzimidazol-2-ylmethyl)amine chromium (III) chloride

Product 1

HCID 86638459N,N-bis(1H-benzimidazol-2-ylmethyl)-N-methylamine chromium (III) chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3b was synthesised by an analogous procedure to that described for 3a using 2b (2 g, 6.87 mmol) and CrCl3(THF)3 (2.57 g, 6.87 mmol). Yield 2.87 g (93%). Anal. Calc. for C17H17Cl3CrN5 (in %): C, 45.40; H, 3.81; N, 15.57. Found C, 45.35; H, 3.76; N, 15.66. IR (KBr, cm−1), υ 3221 (NH, s), υ 1622-1544 (ArC═C, C═N, m), δ 1455, 1477, 1497 (N—H, s), υ 1274 (CN, s), δ 753 (CH, s). UV-VIS (DMF, 298 K): λmax/nm (εmax/dm3 mol−1 cm−1)=464 (156), 659 (75), 723 (shoulder). +FAB-MS: (m/z): 413 ([M-Cl]+), 291 ([M-CrCl3]). μeff·=3.60 MB.

Sources & evidence

ORD record
ord-37c3fcfdf1534acb9c836cb377039033
Source dataset
uspto-grants-2012_02
Patent number
US08124698B2

Reaction notes

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