N-Iodosuccinimide → HCID 178478182, compound

HRID 1586358Notes

Reaction equation

HRID 1586358 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:13]=[CH:12][NH:11][N:10]=2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.C1C(=O)N([I:21])C(=O)C1>ClCCl>[I:21][C:13]1[C:9]([C:4]2[CH:3]=[C:2]([Cl:1])[CH:7]=[C:6]([Cl:8])[CH:5]=2)=[N:10][NH:11][CH:12]=1

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 178478180HCID 178478180, compound

Product 1

HCID 178478182HCID 178478182, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2.13 g (0.01 mol) of 3-(3,5-dichlorophenyl)pyrazole are dissolved, at room temperature and with stirring, in 50 ml of dichloromethane. 2.5 g (0.011 mol) of n-iodosuccinimide are then added and stirring is then continued for 4 days. The reaction mixture is then concentrated, the solid obtained is washed with heptane and boiled in 100 ml of 1N sodium hydroxide. After cooling, the solid is filtered, washed with water and dried to give 2 g (yield 59%, melting point: 170° C.) of 4-iodo-3-(3,5-dichlorophenyl)pyrazole.

Workup

  1. concentrationThe reaction mixture is then concentrated
  2. customthe solid obtained
  3. washis washed with heptane
  4. temperatureAfter cooling
  5. filtrationthe solid is filtered
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-a6e693548f194d1cb81482a444275690
Source dataset
uspto-grants-1999_08
Patent number
US05945382

Reaction notes

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