Sodium Hydroxide → HCID 14100538, compound

HRID 426977Notes

Reaction equation

HRID 426977 reaction equation
N([C:3]1[C:8]([Cl:9])=[C:7]([C:10](Cl)([Cl:12])[Cl:11])[N:6]=[C:5]([Cl:14])[C:4]=1[Cl:15])N.[OH-].[Na+]>CO>[Cl:9][C:8]1[C:7]([CH:10]([Cl:11])[Cl:12])=[N:6][C:5]([Cl:14])=[C:4]([Cl:15])[CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 7536497HCID 7536497, compound

Product 1

HCID 14100538HCID 14100538, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In procedures as noted in Example 1, a reaction mixture of 4-hydrazino-2,3,5-trichloro-6-(trichloromethyl)pyridine (9.9 grams; 0.03 mole) and sodium hydroxide (1/N, 37.5 ml, 0.0375 mole) in methanol (100 ml) was heated under reflux conditions for a period of about 4 hours and the product similarly recovered as a brown oil. Examination of GLC, PMR and mass spectral analysis indicated a product yield of 59% of 3,5,6-trichloro-2-(dichloromethyl)pyridine. A portion of the crude product was distilled over at 168°-73° C./21 mmHg as a colorless oil which crystallized as large colorless prisms from hexane, m.p. 61°-62° C.

Workup

  1. temperaturewas heated under reflux conditions for a period of about 4 hours
  2. customthe product similarly recovered as a brown oil

Sources & evidence

ORD record
ord-cd070d01ef214ae2a0334520a9466fd6
Source dataset
uspto-grants-1979_10
Patent number
US04172203

Reaction notes

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