Methanol → HCID 86750572, compound

HRID 976211Notes

Reaction equation

HRID 976211 reaction equation
[CH:1]12[NH:18][CH:14]([CH2:15][CH2:16][CH2:17]1)[CH2:13][NH:12][CH2:11][CH2:10][NH:9][CH2:8][CH2:7][NH:6][CH2:5][CH2:4][NH:3][CH2:2]2.CO.[Cl-:21].[Mn+2:22].[Cl-:23]>CCO>[Cl:21][CH:13]1[NH:12][CH2:11][CH2:10][NH:9][CH2:8][CH2:7][NH:6][CH2:5][CH2:4][NH:3][CH2:2][CH:1]2[NH:18][C:14]1([Cl:23])[CH2:15][CH2:16][CH2:17]2.[Mn+2:22]

Participants

5

Reactant 3

HCID 887MethanolHCID 10313134Manganese(2+) dichlorideHCID 18705602HCID 18705602, compound

Product 1

HCID 86750572HCID 86750572, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3,6,9,12,18-Pentaazabicyclo[12.3.1]octadecane prepared as in Example 38C (0.405 g, 1.59 mmol) was added to a refluxing solution of anhydrous MeOH (50 ml) containing anhydrous manganese(II) chloride (0.200 g, 1.59 mmo) under a dry nitrogen atmosphere. After refluxing for 2 h, the solution was stirred overnight at room temperature. The solution was taken to dryness. The solid was dissolved in EtOH (10 ml) and the solution was filtered through celite. Ethyl ether was added to the filtrate which induced crystallization of a white solid. The solid was collected by filtration, washed with ethyl ether and dried in vacuo to give 0.43 g (72% yield) of a white solid as product: FAB mass spectrum (NBA) m/z (relative intensity) 380 (M+, 3), 345/347 [(M-Cl)+, 100/2]; Anal. calcd for C14H31N5MnCl2 : C, 40.96; H, 7.67; N, 18.37. Found: C,40.85; H, 7.72; N, 18.32.

Workup

  1. temperatureAfter refluxing for 2 h
  2. filtrationthe solution was filtered through celite
  3. additionEthyl ether was added to the filtrate which
  4. customcrystallization of a white solid
  5. filtrationThe solid was collected by filtration
  6. washwashed with ethyl ether
  7. customdried in vacuo

Sources & evidence

ORD record
ord-64ca01fe0b1c4a76ab99b4e9ffb402cc
Source dataset
uspto-grants-1997_03
Patent number
US05610293

Reaction notes

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