Hydrochloric Acid → HCID 70196062, compound

HRID 343909Notes

Reaction equation

HRID 343909 reaction equation
[ClH:1].[CH3:2][N:3]1[C@@H:7]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)[CH2:6][O:5][C:4]1=[O:16].Cl.[N:18]([O-])=O.[Na+]>O>[ClH:1].[CH3:2][N:3]1[C@@H:7]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][NH2:18])=[CH:11][CH:10]=2)[CH2:6][O:5][C:4]1=[O:16]

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 23668193Sodium NitriteHCID 70195928HCID 70195928, compound

Product 1

HCID 70196062HCID 70196062, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of the product from step (b) (4.1 g) in water (24 ml) was cooled to -5° C. and c.HCl (40 ml) added. A solution of sodium nitrite (1.2 g) in water (12 ml) was then added and stirring continued for 0.5 hour. The resulting solution was added dropwise at -5° C. to a stirred solution of stannous chloride dihydrate (18.8 g) in c.HCl (34 ml). The resulting mixture was stirred at 0° C. for 2.5 hours, then evaporated in vacuo. The residue was taken up in water, brought to pH 2.5 using 10N aqu. NaOH and filtered. The filtrate was evaporated in vacuo and the residue triturated with ethanol and filtered. The filtrate was evaporated in vacuo to give the desired product as a froth.

Workup

  1. stirringThe resulting mixture was stirred at 0° C. for 2.5 hours
  2. customevaporated in vacuo
  3. filtrationNaOH and filtered
  4. customThe filtrate was evaporated in vacuo
  5. customthe residue triturated with ethanol
  6. filtrationfiltered
  7. customThe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-1b2895a39ed1476eaaa8629abec41fdd
Source dataset
uspto-grants-1999_01
Patent number
US05863935

Reaction notes

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