Benzene → HCID 13883414, compound

HRID 1193512Notes

Reaction equation

HRID 1193512 reaction equation
N(OCCCCC)=O.N[C:10]1[N:14]([C:15]2[C:20]([Cl:21])=[CH:19][C:18]([C:22]([F:25])([F:24])[F:23])=[CH:17][C:16]=2[Cl:26])[N:13]=[C:12]([CH3:27])[C:11]=1[S:28][C:29]([F:32])([F:31])[F:30].[CH:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>>[Cl:26][C:16]1[CH:17]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:19]=[C:20]([Cl:21])[C:15]=1[N:14]1[C:10]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[C:11]([S:28][C:29]([F:32])([F:31])[F:30])[C:12]([CH3:27])=[N:13]1

Participants

4

Reactant 3

HCID 241BenzeneHCID 10026Pentyl nitriteHCID 9909466HCID 9909466, compound

Product 1

HCID 13883414HCID 13883414, compoundYield 49%

Procedure

2 ml (0.015 mol) of n-pentyl nitrite are added to 4.1 g (0.01 mol) of 5-amino-1-(2,6-dichloro-4-trifluoromethyl-phenyl)-3-methyl-4-trifluoromethylthio-pyrazole in 30 ml benzene at room temperature with stirring, and the mixture is stirred for a further 15 hours at room temperature. The mixture is worked up by concentrating in vacuo and the residue is purified by chromatography (silica gel; eluant: petroleum ether/ethyl acetate 9:1). 2.3 g (49% of theory) of 1-(2,6-dichloro-4-trifluoromethylphenyl)-3-methyl-5-phenyl-4-trifluoromethylthio-pyrazole are obtained as an oil.

Workup

  1. stirringthe mixture is stirred for a further 15 hours at room temperature
  2. concentrationby concentrating in vacuo
  3. customthe residue is purified by chromatography (silica gel; eluant: petroleum ether/ethyl acetate 9:1)

Sources & evidence

ORD record
ord-b52769cd960f4e61a998fae4c16b8c33
Source dataset
uspto-grants-1989_03
Patent number
US04810720

Reaction notes

Loading…