Methane → HCID 20041374, compound

HRID 1762492Notes

Reaction equation

HRID 1762492 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[NH:11][CH2:12][CH2:13][CH2:14][N:15]=2)=[CH:6][CH:5]=1)([O-])=O.[ClH:16].C>C(O)C>[ClH:16].[ClH:16].[NH:15]1[CH2:14][CH2:13][CH2:12][N:11]=[C:10]1[C:7]1[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 297MethaneHCID 313Hydrochloric AcidHCID 20041357HCID 20041357, compound

Product 1

HCID 20041374HCID 20041374, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of the product of Stage (i) (20.5 g) in ethanol (150 ml) containing 2N hydrochloric acid (150 ml) was stirred in the presence of 10% palladised charcoal (2.0 g) under an atmosphere of hydrogen, until uptake ceased. The suspension was filtered through a pad of `hyflo`, the pad was washed with 50% aqueous ethanol (200 ml) and the combined filtrates evaporated under reduced pressure. Crystallisation of the residue from methanol-isopropyl acetate [1:1] (300 ml) gave the title compound as a powder (23.7 g), m.p.>300°.

Workup

  1. filtrationThe suspension was filtered through a pad of `hyflo`, the pad
  2. washwas washed with 50% aqueous ethanol (200 ml)
  3. customthe combined filtrates evaporated under reduced pressure
  4. customCrystallisation of the residue from methanol-isopropyl acetate [1:1] (300 ml)

Sources & evidence

ORD record
ord-cb4c452a90ef4bc8b6f65f8824f3ac21
Source dataset
uspto-grants-1989_05
Patent number
US04833153

Reaction notes

Loading…