Hydrochloric Acid → HCID 70196062, compound

HRID 1608990Notes

Reaction equation

HRID 1608990 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-0b7d79520bcd41a7ba3b1713c7bf4a4e
Source dataset
uspto-grants-1995_03
Patent number
US05399574

Reaction notes

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