Hydrochloric Acid → HCID 21916681, compound

HRID 1246416Notes

Reaction equation

HRID 1246416 reaction equation
[CH3:1][S:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][CH2:9][C:10]2=[CH:13][C:14]#[N:15])=[CH:5][CH:4]=1.[BH4-].[Na+].[ClH:18]>CO.[Co](Cl)Cl>[ClH:18].[CH3:1][S:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][CH2:9][CH:10]2[CH2:13][CH2:14][NH2:15])=[CH:5][CH:4]=1

Participants

6

Reactant 3

HCID 313Hydrochloric Acid2×HCID 4311764Sodium borohydrideHCID 57082426HCID 57082426, compound

Product 1

HCID 21916681HCID 21916681, compound

Reagents, catalysts & solvents 2

HCID 24288Cobalt(II) chlorideCatalystHCID 887MethanolSolvent

Procedure

0.0046 mol of the compound obtained in Step D is dissolved in 70 ml of methanol. 0.0092 mol of cobalt chloride is added, with magnetic stirring, and then, in small portions, 0.0325 ml of sodium borohydride. Stirring is carried out for 3 hours at ambient temperature and the mixture is then acidified with 6M hydrochloric acid solution until the black precipitate dissolves. The methanol is evaporated off under reduced pressure and then extraction with ethyl ether is carried out. The two phases are separated, and the aqueous phase is then rendered alkaline with 20% ammonium hydroxide solution. Extraction with ethyl ether is carried out twice; the organic phase is dried over magnesium sulphate and evaporated under reduced pressure. The oil obtained is dissolved in alcohol at 95° C. and then an ethanolic solution saturated with HCl is added. The solvent is evaporated off under reduced pressure and the residue obtained is recrystallised.

Workup

  1. dissolutiondissolves
  2. customThe methanol is evaporated off under reduced pressure
  3. extractionextraction with ethyl ether
  4. customThe two phases are separated
  5. extractionExtraction with ethyl ether
  6. dry with materialthe organic phase is dried over magnesium sulphate
  7. customevaporated under reduced pressure
  8. customThe oil obtained
  9. customThe solvent is evaporated off under reduced pressure
  10. customthe residue obtained
  11. customis recrystallised

Sources & evidence

ORD record
ord-4a3479acbd134a22b67236a975994ca9
Source dataset
uspto-grants-2006_10
Patent number
US07126012B2

Reaction notes

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