1,4,7,10,13-Pentaazacyclopentadecane → HCID 86750557, compound

HRID 363375Notes

Reaction equation

HRID 363375 reaction equation
[NH:1]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11][NH:10][CH2:9][CH2:8][NH:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[Cl-:16].[Mn+2:17].[Cl-:18]>CO>[Cl:16][CH:2]1[CH2:3][NH:4][CH2:5][CH2:6][NH:7][CH2:8][CH2:9][NH:10][CH2:11][CH2:12][NH:13][CH2:14][CH2:15][N:1]1[Cl:18].[Mn+2:17]

Participants

4

Reactant 2

HCID 1201961,4,7,10,13-PentaazacyclopentadecaneHCID 10313134Manganese(2+) dichloride

Product 1

HCID 86750557HCID 86750557, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1,4,7,10,13-pentaazacyclopentadecane prepared as in Example 1E (2.0 g, 9.3 mmole) and anhydrous manganese(II) chloride (1.2 g, 9.3 mmole) in anhydrous methanol (50 ml) was refluxed under a dry nitrogen atmosphere for 3 h. The solution was filtered and the solvent removed in vacuo. The resulting solid was recrystallized from ethanol-ethyl ether to give 2.79 g (88% yield) of the product as an off-white crystalline solid: FAB mass spectrum (NBA) m/z (relative intensity) 340 (M+, 2), 305/307 ((M-Cl)+ 100/45)); Anal. Calcd. for C10H25Cl2MnN5 : C, 35.17; H, 7.38; Cl, 20.76; N 20.60. Found: C, 34.95; H, 7.31; Cl, 20.49; N, 20.22.

Workup

  1. temperaturewas refluxed under a dry nitrogen atmosphere for 3 h
  2. filtrationThe solution was filtered
  3. customthe solvent removed in vacuo
  4. customThe resulting solid was recrystallized from ethanol-ethyl ether

Sources & evidence

ORD record
ord-9d9440cfada9443da38d1f6e3024759f
Source dataset
uspto-grants-1999_02
Patent number
US05874421

Reaction notes

Loading…