Hydrochloric Acid → HCID 54266345, compound

HRID 1871849Notes

Reaction equation

HRID 1871849 reaction equation
[NH2:1][C:2]1[N:7]([CH2:8][CH2:9][CH3:10])[C:6](=[O:11])[N:5]([CH2:12][C:13](=[O:15])[CH3:14])[C:4](=[O:16])[C:3]=1[NH:17][C:18]([C:20]12[CH2:27][CH:26]3[CH2:28][CH:22]([CH2:23][CH:24]1[CH2:25]3)[CH2:21]2)=O.[OH-].[Ca+2].[OH-].C(O)C.Cl>O>[O:15]=[C:13]([CH3:14])[CH2:12][N:5]1[C:4](=[O:16])[C:3]2[NH:17][C:18]([C:20]34[CH2:27][CH:26]5[CH2:28][CH:22]([CH2:23][CH:24]3[CH2:25]5)[CH2:21]4)=[N:1][C:2]=2[N:7]([CH2:8][CH2:9][CH3:10])[C:6]1=[O:11]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 6093208Calcium HydroxideHCID 53960330HCID 53960330, compound

Product 1

HCID 54266345HCID 54266345, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A suspension of Compound B (1.70 g, 4.38 mmol) and calcium hydroxide (2.27 g, 30.7 mmol) in water (30 ml) -ethanol (22 ml) was refluxed under heating for 30 minutes. After cooling, the reaction solution was adjusted to pH 2 with concentrated hydrochloric acid, and then extracted three times with chloroform. The extract was washed with saturated saline and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The obtained crude product was recrystallized from acetone/water to give 874 mg (yield 54%) of Compound C as white plates.

Workup

  1. temperaturewas refluxed
  2. temperatureunder heating for 30 minutes
  3. temperatureAfter cooling
  4. extractionextracted three times with chloroform
  5. washThe extract was washed with saturated saline
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationthe solvent was distilled off under reduced pressure
  8. customThe obtained crude product
  9. customwas recrystallized from acetone/water

Sources & evidence

ORD record
ord-0e4fffc7efe54b709180f55992bddd2a
Source dataset
uspto-grants-2000_08
Patent number
US06107064

Reaction notes

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