N-Iodosuccinimide → 5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethoxyphenyl)-4-iodopyrazole

HRID 377660Notes

Reaction equation

HRID 377660 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([O: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>[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([O:14][C:15]([F:17])([F:16])[F:18])=[CH:9][C:8]=2[Cl:19])[N:5]=[C:4]([C:20]#[N:21])[C:3]=1[I:22]

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 183731495-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethoxyphenyl)pyrazole

Product 1

HCID 211881115-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethoxyphenyl)-4-iodopyrazole

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a stirred solution of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethoxyphenyl)pyrazole (4.17 g) in acetonitrile (20 ml) at room temperature was added N-iodosuccinimide (2.79 g). After 15 minutes the mixture was evaporated to dryness and the residual orange solid was taken up in dichloromethane. The solution was washed with water, then brine, then dried (Na2SO4) and evaporated to provide the title compound as a pale orange solid, m.p. 149.5-150.0° C.

Workup

  1. customAfter 15 minutes the mixture was evaporated to dryness
  2. washThe solution was washed with water
  3. dry with materialbrine, then dried (Na2SO4)
  4. customevaporated

Sources & evidence

ORD record
ord-5b2918f3b40846e5a8a04decf2bba8a1
Source dataset
uspto-grants-2000_02
Patent number
US06028096

Reaction notes

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