Manganese(2+) dichloride → HCID 86750945, compound

HRID 1683242Notes

Reaction equation

HRID 1683242 reaction equation
[C:1]1([CH:11]2[CH2:25][NH:24][CH2:23][CH2:22][NH:21][CH2:20][CH2:19][NH:18][CH2:17][CH2:16][NH:15][CH2:14][CH2:13][NH:12]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[Cl-:26].[Mn+2:27].[Cl-:28]>CO>[Cl:26][C:11]1([C:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH:4]=[CH:3][CH:2]=2)[CH2:25][NH:24][CH2:23][CH2:22][NH:21][CH2:20][CH2:19][NH:18][CH2:17][CH2:16][NH:15][CH2:14][CH2:13][N:12]1[Cl:28].[Mn+2:27]

Participants

4

Reactant 2

HCID 10313134Manganese(2+) dichlorideHCID 18705613HCID 18705613, compound

Product 1

HCID 86750945HCID 86750945, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-(1-Naphthyl)-1,4,7,10,13-pentaazacyclopentadecane prepared as in Example 32H (0.23 g, 0.67 mmol) was added to a refluxing anhydrous MeOH solution (50 ml) containing anhydrous manganese(II) chloride (84.4 mg, 0.671 mmol) under a dry nitrogen atmosphere. The solution was refluxed overnight and then filtered through celite. The solution was taken to dryness and the residue was redissolved in hot EtOH (10 ml). The resultant yellowish solution was filtered through celite and ethyl ether (30 ml) was added. A flocculent yellowish precipitate formed which was filtered and discarded. The filtrate was diluted to 50 ml with ethyl ether and allowed to sit undisturbed for 4 days. A white microcrystalline precipitate was collected by filtration to give 0.144 g (46% yield) of product after drying in vacuo: FAB mass spectrum (NBA) m/z (relative intensity) 466 (M+, 3), 431/433 [(M+ -Cl), 100/32]; Anal. calcd for C20H31N5MnCl2 : C, 51.40; H, 6.69; N, 14.99. Found: C, 52.10; H, 6.73; N, 14.71.

Workup

  1. temperatureThe solution was refluxed overnight
  2. filtrationfiltered through celite
  3. dissolutionthe residue was redissolved in hot EtOH (10 ml)
  4. filtrationThe resultant yellowish solution was filtered through celite and ethyl ether (30 ml)
  5. additionwas added
  6. customA flocculent yellowish precipitate formed which
  7. filtrationwas filtered
  8. additionThe filtrate was diluted to 50 ml with ethyl ether
  9. filtrationA white microcrystalline precipitate was collected by filtration

Sources & evidence

ORD record
ord-052541be4674465f8b4588116e53f51c
Source dataset
uspto-grants-1997_06
Patent number
US05637578

Reaction notes

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