Sodium Hydroxide → HCID 15767488, compound

HRID 1291996Notes

Reaction equation

HRID 1291996 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-methyl-pyrazole was dissolved in 224 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 1 hour at -10° C., 137.6 g tin(II)chloride, dissolved in 180 ml concentrated hydrochloric acid, was added, dropwise, at this temperature. After a further hour stirring at -10° C., 805 ml 32% caustic soda was added dropwise at this temperature. The reaction mixture was shaken 8 times with ethyl acetate, the combined organic phases washed with saturated aqueous sodium chloride, dried over magnesium sulfate and concentrated.

Workup

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

Sources & evidence

ORD record
ord-568928ea408e4c4895beae56663b2870
Source dataset
uspto-grants-1998_05
Patent number
US05756424

Reaction notes

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