Tert-Butyl nitrite → HCID 22120920, compound

HRID 1274359Notes

Reaction equation

HRID 1274359 reaction equation
N[C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([C:19]#[N:20])[C:3]=1[C:21]1[O:22][CH:23]=[CH:24][CH:25]=1.N(OC(C)(C)C)=O>O1CCCC1>[C:19]([C:4]1[C:3]([C:21]2[O:22][CH:23]=[CH:24][CH:25]=2)=[CH:2][N:6]([C:7]2[C:8]([Cl:18])=[CH:9][C:10]([C:14]([F:17])([F:15])[F:16])=[CH:11][C:12]=2[Cl:13])[N:5]=1)#[N:20]

Participants

4

Reactant 2

HCID 10906Tert-Butyl nitriteHCID 9821578HCID 9821578, compound

Product 1

HCID 22120920HCID 22120920, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
65 °C

Procedure

To a solution of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-(furan-2-yl)pyrazole (0.081 g) in tetrahydrofuran (2 ml) was added t-butyl nitrite (74 μl). The mixture was heated to 65° C. for 1 hour, then cooled and evaporated. The residue was purified by column chromatography on silica gel (5 g) eluted with hexane containing increasing amounts of ether (up to 10%). Combination and evaporation of appropriate fraction gave the title compound as a white solid.

Workup

  1. temperaturecooled
  2. customevaporated
  3. customThe residue was purified by column chromatography on silica gel (5 g)
  4. washeluted with hexane containing
  5. temperatureincreasing amounts of ether (up to 10%)
  6. customCombination and evaporation of appropriate fraction

Sources & evidence

ORD record
ord-e23127676ecc4656810ed98e2b800608
Source dataset
uspto-grants-2000_12
Patent number
US06156782

Reaction notes

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