Methanol → HCID 86753739, compound

HRID 363385Notes

Reaction equation

HRID 363385 reaction equation
[CH:1]1([CH2:7][CH:8]2[CH2:22][NH:21][CH2:20][CH2:19][NH:18][CH2:17][CH2:16][NH:15][CH2:14][CH2:13][NH:12][CH2:11][CH2:10][NH:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl-:23].[Mn+2:24].[Cl-:25].[CH3:26]O>>[Cl:23][C:26]1([Cl:25])[CH2:22][NH:21][CH2:20][CH2:19][NH:18][CH2:17][CH2:16][NH:15][CH2:14][CH2:13][NH:12][CH2:11][CH2:10][N:9]1[CH2:8][CH2:7][CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1.[Mn+2:24]

Participants

4

Reactant 3

HCID 887MethanolHCID 10313134Manganese(2+) dichlorideHCID 15521304HCID 15521304, compound

Product 1

HCID 86753739HCID 86753739, compoundYield 65%

Conditions

Temperature
0 °C

Procedure

A solution of 2-cyclohexylmethyl-1,4,7,10,13-pentaazacyclopentadecane prepared as in Example 7A (0.43 g, 1.4 mmole) and anhydrous manganese(II) chloride (0.17 g, 1.4 mmole) in anhydrous methanol (30 ml) was refluxed under a dry nitrogen atmosphere overnight. The solution was filtered and concentrated in vacuo to a volume of 3 ml. Ethyl ether (20 ml) was added. Upon cooling to 0° C., 0.39 g (65% yield) of the product was obtained as a white solid: FAB mass spectrum (NBA) m/z (relative intensity) 401/403 [(M-Cl)+, 100/33]: Anal. Calcd. for C17H37Cl2MnN5 : C, 46.69; H, 8.53; N, 16.09. Found: C, 45.87; H, 8.40; N, 15.55.

Workup

  1. temperaturewas refluxed under a dry nitrogen atmosphere overnight
  2. filtrationThe solution was filtered
  3. concentrationconcentrated in vacuo to a volume of 3 ml
  4. additionEthyl ether (20 ml) was added

Sources & evidence

ORD record
ord-69f32614b88646fa83081b77a7dcadd0
Source dataset
uspto-grants-1999_02
Patent number
US05874421

Reaction notes

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