Nitrosyl chloride → HCID 21188096, compound

HRID 1383595Notes

Reaction equation

HRID 1383595 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[I:21].N([Cl:24])=O>C(#N)C.ClCCl>[Cl:24][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[I:21]

Participants

5

Reactant 2

HCID 17601Nitrosyl chlorideHCID 154620775-Amino-3-cyano-4-iodo-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]pyrazole

Product 1

HCID 21188096HCID 21188096, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-iodopyrazole (1 g) in acetonitrile (15 ml) at 0° C. was added dropwise nitrosyl chloride (2.7 ml of a ˜1M solution in dichloromethane). The reaction mixture was heated under reflux for 10 minutes. The reaction mixture was then evaporated and the residue was purified by column chromatography on silica gel eluted with hexane: toluene (2:1) and then toluene. Combination and evaporation of suitable fractions gave the title compound as a pale orange solid, m.p. 115.7-116.3° C.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 10 minutes
  3. customThe reaction mixture was then evaporated
  4. customthe residue was purified by column chromatography on silica gel
  5. washeluted with hexane: toluene (2:1)
  6. customCombination and evaporation of suitable fractions

Sources & evidence

ORD record
ord-c884550efd5d4418b9bb77dd65469c52
Source dataset
uspto-grants-2001_07
Patent number
US06255333B1

Reaction notes

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