N-bromobutanimide → HCID 19993705, compound

HRID 345120Notes

Reaction equation

HRID 345120 reaction equation
[C:1]([C:3]1[C:7]([OH:8])=[CH:6][N:5]([C:9]2[C:14]([Cl:15])=[CH:13][C:12]([C:16]([F:19])([F:18])[F:17])=[CH:11][C:10]=2[Cl:20])[N:4]=1)#[N:2].[Br:21]N1C(=O)CCC1=O>C(Cl)(Cl)Cl>[Br:21][C:6]1[N:5]([C:9]2[C:14]([Cl:15])=[CH:13][C:12]([C:16]([F:17])([F:18])[F:19])=[CH:11][C:10]=2[Cl:20])[N:4]=[C:3]([C:1]#[N:2])[C:7]=1[OH:8]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 19993696HCID 19993696, compound

Product 1

HCID 19993705HCID 19993705, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-hydroxypyrazole (1.0g) and N-bromosuccinimide (0.55g) in chloroform (20ml) was stirred at room temperature for 75 minutes, then washed with water (3×20 ml), filtered through phase-separation paper and evaporated. The residue was purified by dry-column chromatography (eluant ether: hexane 1:1 then 3:1) to give 5-bromo-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-hydroxypyrazole as a buff colored solid, m.p. 145°-151° C.

Workup

  1. washwashed with water (3×20 ml)
  2. filtrationfiltered through phase-separation paper
  3. customevaporated
  4. customThe residue was purified by dry-column chromatography (eluant ether: hexane 1:1

Sources & evidence

ORD record
ord-12eb8a454f2244d8a377c6c26aaafe25
Source dataset
uspto-grants-1991_10
Patent number
US05055482

Reaction notes

Loading…