Chlorosuccinimide → HCID 178478181, compound

HRID 1586354Notes

Reaction equation

HRID 1586354 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.[Cl:14]N1C(=O)CCC1=O>ClCCl>[Cl:14][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 31398ChlorosuccinimideHCID 178478180HCID 178478180, compound

Product 1

HCID 178478181HCID 178478181, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2.3 g (0.0152 mol) of 3-(3,5-dichlorophenyl)-1H-pyrazole are dissolved, at room temperature and with stirring, in 300 ml of dichloromethane. 2.07 g (0.016 mol) of N-chlorosuccinimide are then added and then stirring is continued for 4 days at room temperature. The reaction mixture is then concentrated and then chromatographed on a silica column (eluent 70/30 heptane/ethyl acetate). 1.4 g (yield: 57%, melting point: 192° C.) of 4-chloro-3-(3,5-dichlorophenyl)-1H-pyrazole are obtained.

Workup

  1. concentrationThe reaction mixture is then concentrated
  2. customchromatographed on a silica column (eluent 70/30 heptane/ethyl acetate)

Sources & evidence

ORD record
ord-c8912dd98ad248bdb39683ec5b81007c
Source dataset
uspto-grants-1999_08
Patent number
US05945382

Reaction notes

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