Calcium Carbonate → HCID 18952643, compound

HRID 2073440Notes

Reaction equation

HRID 2073440 reaction equation
C(=O)([O-])[O-].[Ca+2].C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.[Pb+4].[CH3:23][C:24]1([CH3:50])[CH2:49][O:48][C:27]2([CH2:32][C:31]3(NN[C:34]4([CH2:39][CH2:38][CH:37]([CH:40]5[CH2:45][CH2:44][CH2:43][CH2:42][CH2:41]5)[CH2:36][CH2:35]4)[S:33]3)[CH2:30][CH2:29][CH2:28]2)[O:26][CH2:25]1.[NH2:51][NH2:52].C(=O)(O)[O-].[Na+]>CCCCCC>[CH3:23][C:24]1([CH3:50])[CH2:25][O:26][C:27]2([CH2:32][C:31]3([N:52]=[N:51][C:34]4([CH2:39][CH2:38][CH:37]([CH:40]5[CH2:45][CH2:44][CH2:43][CH2:42][CH2:41]5)[CH2:36][CH2:35]4)[S:33]3)[CH2:30][CH2:29][CH2:28]2)[O:48][CH2:49]1

Participants

6

Reactant 4

HCID 10112Calcium CarbonateHCID 516892Sodium BicarbonateHCID 18952692HCID 18952692, compoundHCID 178418268HCID 178418268, compound

Product 1

HCID 18952643HCID 18952643, compoundYield 74.6%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent2×

Conditions

Temperature
0 °C

Procedure

Powdered calcium carbonate (102 g) was suspended in hexane (1.5l), lead tetra-acetate (99.8 g) was added, and the mixture was stirred at 0° C. for 30 minutes. The hydrazine 11-cyclohexyl-14,15-diaza-7-thiadispiro (5.1.5.2) pentadecan-4-one (2',2'-dimethyltrimethylene)ketal (0.15 mol) in hexane (2.5 1) (not completely soluble so the insoluble solids were added as a suspension) was added over a period of one hour at 0° C. The reaction mixture was stirred and allowed to warm to 20° C. over a two-hour period. A TLC at this time showed the reaction to be complete. Saturated aqueous sodium bicarbonate was added, the mixture was filtered, and the filtrate was washed with saturated NaHCO3 and with water and then dried over Na2SO4. The dry solution was filtered and concentrated under reduced pressure, giving 45.5 g of solid. This solid was chromatographed over silica gel (1.9 kg, 5% ethyl acetate-hexane) and the desired product was eluted after increasing the solvent polarity to 40% ethyl acetate-hexane. A sample was recrystallized twice from pentane, giving white crystals: IR 1586, 1448, 1446, 1439, 1367, 1363, 1290, 1258, 1152, 1136, 1124, 1110, 1058, 1045, 1018, 980, 972, 967, 955, 910, 904 cm-1.

Workup

  1. additionwas added over a period of one hour at 0° C
  2. stirringThe reaction mixture was stirred
  3. temperatureto warm to 20° C. over a two-hour period
  4. customthe reaction
  5. filtrationthe mixture was filtered
  6. washthe filtrate was washed with saturated NaHCO3 and with water
  7. dry with materialdried over Na2SO4
  8. filtrationThe dry solution was filtered
  9. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-12e570b596334e4b9d45638689b2d497
Source dataset
uspto-grants-1990_04
Patent number
US04917826

Reaction notes

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