Manganese(2+) dichloride → HCID 86750570, compound

HRID 363408Notes

Reaction equation

HRID 363408 reaction equation
[Cl-:1].[Mn+2:2].[Cl-:3].[C:4]1([CH:10]2[CH2:24][NH:23][CH2:22][CH2:21][NH:20][CH2:19][CH2:18][NH:17][CH2:16][CH2:15][NH:14][CH2:13][CH2:12][NH:11]2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>>[Cl:1][C:10]1([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:24][NH:23][CH2:22][CH2:21][NH:20][CH2:19][CH2:18][NH:17][CH2:16][CH2:15][NH:14][CH2:13][CH2:12][N:11]1[Cl:3].[Mn+2:2]

Participants

3

Reactant 2

HCID 10313134Manganese(2+) dichlorideHCID 15521306HCID 15521306, compound

Product 1

HCID 86750570HCID 86750570, compoundYield 52%

Procedure

To a methanolic solution (50 ml) at low reflux containing anhydrous manganese(II) chloride (150 mg, 1.19 mmol) was added a methanolic solution of 2-phenyl-1,4,7,10,13-pentaazacyclopentadecane prepared as in Example 31E (0.35 g, 1.2 mmol). The reaction was refluxed for 3 h under a dry nitrogen atmosphere and was then allowed to stir at room temperature overnight. The yellow solution was then filtered through celite and taken to dryness. The solid glassy oil was washed with hot ethyl ether (30 ml) and then dissolved in hot EtOH. The EtOH solution was filtered and then evaporated. The solid was recrystallized from acetone/CH3CN to give 255 mg (52% yield) of a white microcrystalline solid: FAB mass spectrum (NBA) m/z (relative intensity); 416 (M+, 2), 381/383 [(M-Cl)+, 100/32] Anal. calcd. for C16H29N5MnCl2 : C, 46.05; H, 7.01; N, 16.78. Found: C, 46.23; H, 7.04; N, 16.62.

Workup

  1. additionwas added
  2. temperatureThe reaction was refluxed for 3 h under a dry nitrogen atmosphere
  3. filtrationThe yellow solution was then filtered through celite
  4. washThe solid glassy oil was washed with hot ethyl ether (30 ml)
  5. dissolutiondissolved in hot EtOH
  6. filtrationThe EtOH solution was filtered
  7. customevaporated
  8. customThe solid was recrystallized from acetone/CH3CN
  9. customto give 255 mg (52% yield) of a white microcrystalline solid

Sources & evidence

ORD record
ord-7c258936f0ae46b7a918602c257c2c25
Source dataset
uspto-grants-1999_02
Patent number
US05874421

Reaction notes

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