Hydrazine hydrate (1:1) → HCID 67060890, compound

HRID 1623960Notes

Reaction equation

HRID 1623960 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[C:5]([Cl:12])=[CH:4][N:3]=1.O.[NH2:14][NH2:15]>C(O)(C)C>[Cl:12][C:5]1[C:6]([C:8]([F:11])([F:10])[F:9])=[CH:7][C:2]([NH:14][NH2:15])=[N:3][CH:4]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 269860162,5-Dichloro-4-(trifluoromethyl)pyridine

Product 1

HCID 67060890HCID 67060890, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of 2,5-dichloro-4-(trifluoromethyl)pyridine (1 g, 4.63 mmol) in isopropanol (20 mL) was added hydrazine monohydrate (2.021 mL, 41.7 mmol). The mixture was stirred at 70° C. for 16 h. The reaction was concentrated. The residue was taken up in ethyl acetate and the insoluble material was removed by filtration. The filtrate was concentrated to give the title compound as a tan solid (0.94 g). LCMS m/z=212.0 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ ppm 4.39 (s, 2H), 7.11 (s, 1H), 8.19 (s, 1H), 8.25 (s, 1H).

Workup

  1. concentrationThe reaction was concentrated
  2. customthe insoluble material was removed by filtration
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-6370a644149a4c498ec0e78a02dba71c
Source dataset
uspto-grants-2014_07
Patent number
US08778950B2

Reaction notes

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