Sodium Hydroxide → HCID 15767488, compound

HRID 1080397Notes

Reaction equation

HRID 1080397 reaction equation
[NH2:1][C:2]1[CH:6]=[C:5]([O:7][CH:8]([F:10])[F:9])[N:4]([CH3:11])[N:3]=1.[N:12]([O-])=O.[Na+].[Sn](Cl)Cl.[OH-].[Na+]>O.Cl.C(OCC)(=O)C>[F:9][CH:8]([F:10])[O:7][C:5]1[N:4]([CH3:11])[N:3]=[C:2]([NH:1][NH2:12])[CH:6]=1

Participants

8

Reactant 4

HCID 14798Sodium HydroxideHCID 24479Stannous ChlorideHCID 15767487149978-55-2HCID 23668193Sodium Nitrite

Product 1

HCID 15767488HCID 15767488, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolvent2×HCID 962WaterSolvent2×HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
-10 °C

Procedure

39.8 g (0.25 mol) 3-Amino-5-difluoromethoxy-1-methylpyrazole was dissolved in 225 ml water and 450 ml concentrated hydrochloric acid. At -10° C., 18.55 g (0.27 mol) sodium nitrite in 80 ml water was added dropwise. After stirring for one hour at -10° C., 137.6 g tin(II)chloride, dissolved in 180 ml concentrated hydrochloric acid, was added dropwise at this temperature. After stirring for a further hour at -10° C., 805 ml 32% caustic soda was added dropwise at this temperature to the reaction mixture. The mixture was shaken 8 times with ethyl acetate, the combined organic phases washed with aqueous saturated sodium chloride, dried over magnesium sulfate and concentrated.

Workup

  1. additionwas added dropwise at this temperature
  2. stirringAfter stirring for a further hour at -10° C.
  3. washthe combined organic phases washed with aqueous saturated sodium chloride
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-0908cd28d74843f4b7d2c53cfcb92d02
Source dataset
uspto-grants-1996_12
Patent number
US05580986

Reaction notes

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