N-Iodosuccinimide → HCID 21188116, compound

HRID 1383615Notes

Reaction equation

HRID 1383615 reaction equation
[NH2:1][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]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:3]=1.[I:25]N1C(=O)CCC1=O>C(#N)C>[NH2:1][C:2]1[N:6]([C:7]2[C:8]([Cl:18])=[CH:9][C:10]([C:14]([F:16])([F:15])[F:17])=[CH:11][C:12]=2[Cl:13])[N:5]=[C:4]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:3]=1[I:25]

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 21188133HCID 21188133, compound

Product 1

HCID 21188116HCID 21188116, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a stirred solution of 5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-phenylpyrazole (0.12 g) and N-iodosuccinirnide (0.08 g) in acetonitrile (5 ml) were left at room temperature overnight. The mixture was evaporated to dryness and the residue partitioned between dichloromethane (15 ml) and water (10 ml). The organic layer was separated and washed with water (20 ml, ×2), brine (15 ml) and dried (MgSO4) and evaporated. The residue was triturated with hexane to give the title compound as a yellow solid, m.p. 162-164° C.

Workup

  1. customThe mixture was evaporated to dryness
  2. customthe residue partitioned between dichloromethane (15 ml) and water (10 ml)
  3. customThe organic layer was separated
  4. washwashed with water (20 ml, ×2), brine (15 ml)
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. customThe residue was triturated with hexane

Sources & evidence

ORD record
ord-cad139386f6d4b80979c75aa99f18648
Source dataset
uspto-grants-2001_07
Patent number
US06255333B1

Reaction notes

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