Acetic Acid → HCID 70245444, compound

HRID 582757Notes

Reaction equation

HRID 582757 reaction equation
[N:1]([O-])=O.[Na+].Cl.[NH2:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[CH:9][C:8]=1[CH:16]([CH3:18])[CH3:17].CC(O)=O.O.O.[Cl:25][Sn]Cl>O.Cl>[ClH:25].[CH:16]([C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][C:7]=1[NH:6][NH2:1])[C:11]([OH:13])=[O:12])([CH3:18])[CH3:17]

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 61436Stannous chloride dihydrateHCID 23668193Sodium NitriteHCID 70240678HCID 70240678, compound

Product 1

HCID 70245444HCID 70245444, compoundYield 89.3%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolvent2×HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 27.7 g of NaNO2 in 250 ml of water is added slowly to a mixture, cooled to -5° C., of 59 g of the product of step C with 1050 ml of AcOH and 1420 ml of concentrated HCl. After 1 hour 20 minutes of stirring at 0° C., the mixture is cooled to -10° C. and a solution of 236 g of SnCl2.2H2O in 250 ml of concentrated HCl is added. The temperature is allowed to rise to RT, and the precipitate is filtered off, washed with concentrated HCl and dried under vacuum to obtain 56.36 g of expected product.

Workup

  1. temperaturethe mixture is cooled to -10° C.
  2. customto rise to RT
  3. filtrationthe precipitate is filtered off
  4. washwashed with concentrated HCl
  5. customdried under vacuum

Sources & evidence

ORD record
ord-87402cd6e9b94474bddbc0ee72987731
Source dataset
uspto-grants-1999_07
Patent number
US05925661

Reaction notes

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