N-Iodosuccinimide → HCID 21188067, compound

HRID 1383584Notes

Reaction equation

HRID 1383584 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([S:14][C:15]([F:18])([F:17])[F:16])=[CH:9][C:8]=2[Cl:19])[N:5]=[C:4]([C:20]#[N:21])[CH:3]=1.[I:22]N1C(=O)CCC1=O>C(#N)C.ClCCl>[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([S:14][C:15]([F:16])([F:17])[F:18])=[CH:9][C:8]=2[Cl:19])[N:5]=[C:4]([C:20]#[N:21])[C:3]=1[I:22]

Participants

5

Reactant 2

HCID 120273N-IodosuccinimideHCID 21188124HCID 21188124, compound

Product 1

HCID 21188067HCID 21188067, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolvent2×HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylsulphenylphenyl)pyrazole (10 g) in acetonitrile (50 ml) at room temperature was added N-iodosuccinimide (6.4 g) in acetonitrile (25 ml). After 15 minutes the mixture was evaporated to dryness leaving and the residual buff solid taken up in dichloromethane (300 ml). The solution was washed with water (75 ml, ×3), then brine (50 ml), then dried (MgSO4) and evaporated. Trituration with hexane (100 ml, ×2) to provide the title compound as buff solid m.p. 172-174° C.

Workup

  1. customAfter 15 minutes the mixture was evaporated to dryness
  2. customleaving
  3. washThe solution was washed with water (75 ml, ×3)
  4. dry with materialbrine (50 ml), then dried (MgSO4)
  5. customevaporated

Sources & evidence

ORD record
ord-14610e5f07914a9d8f3eb44ed980b962
Source dataset
uspto-grants-2001_07
Patent number
US06255333B1

Reaction notes

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