HCID 9975470, compound → HCID 86750558, compound

HRID 2287783Notes

Reaction equation

HRID 2287783 reaction equation
[CH3:1][CH:2]1[CH2:16][NH:15][CH2:14][CH2:13][NH:12][CH2:11][CH2:10][NH:9][CH2:8][CH2:7][NH:6][CH2:5][CH2:4][NH:3]1.[Cl-:17].[Mn+2:18].[Cl-:19]>CO>[Cl:17][C:2]1([CH3:1])[CH2:16][NH:15][CH2:14][CH2:13][NH:12][CH2:11][CH2:10][NH:9][CH2:8][CH2:7][NH:6][CH2:5][CH2:4][N:3]1[Cl:19].[Mn+2:18]

Participants

4

Reactant 2

HCID 9975470HCID 9975470, compoundHCID 10313134Manganese(2+) dichloride

Product 1

HCID 86750558HCID 86750558, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2-methyl-1,4,7,10,13-pentaazacyclopentadecane prepared as in Example 2E (1.2 g, 5.3 mmole) and anhydrous manganese(II) chloride (0.67 g, 5.3 mmole) in anhydrous methanol (60 ml) was refluxed under a dry nitrogen atmosphere for 2 h. A small amount of suspended solid was removed by filtration and the solvent was removed in vacuo. The residue was recrystallized from ethanol-ethyl ether to give 0.81 g (43% yield) of the product as a white solid: FAB mass spectrum (NBA) m/z (relative intensity) 354 (M+, 3), 319/321 [(M-Cl)+, 100/31]; Anal. calcd. for C11H27C2MnN5 : C, 37.19; H, 7.66; Cl, 19.96; N, 19.72. Found: C, 36.73; H, 7.32; Cl, 19.85; N, 19.49.

Workup

  1. temperaturewas refluxed under a dry nitrogen atmosphere for 2 h
  2. customA small amount of suspended solid was removed by filtration
  3. customthe solvent was removed in vacuo
  4. customThe residue was recrystallized from ethanol-ethyl ether

Sources & evidence

ORD record
ord-97ff583959794b428ffd11899d3d0b80
Source dataset
uspto-grants-2000_07
Patent number
US06084093

Reaction notes

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