Thionyl Chloride → HCID 57025448, compound

HRID 2413091Notes

Reaction equation

HRID 2413091 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[C:9]([Cl:14])[C:8]=2[Cl:15])[N:5]=[CH:4][C:3]=1[C:16]([OH:18])=O.S(Cl)([Cl:21])=O>>[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[C:9]([Cl:14])[C:8]=2[Cl:15])[N:5]=[CH:4][C:3]=1[C:16]([Cl:21])=[O:18]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 12953034HCID 12953034, compound

Product 1

HCID 57025448HCID 57025448, compound

Procedure

5-Amino-1-(2,3,4-trichlorophenyl)pyrazol-4-yl carboxylic acid (54 g) and thionyl chloride (75 ml) were heated together under reflux for one hour. The reaction mixture was then evaporated to dryness and residual thionyl chloride was removed by evaporation in the presence of toluene (3×200 ml) to give 5-amino-1-(2,3,4-trichlorophenyl)pyrazol-4-yl carbonyl chloride, in the form of a dark coloured oil which was used in the preparation described in Example 11 without further purification.

Workup

  1. temperatureunder reflux for one hour
  2. customThe reaction mixture was then evaporated to dryness and residual thionyl chloride
  3. customwas removed by evaporation in the presence of toluene (3×200 ml)

Sources & evidence

ORD record
ord-8e345f7b05a34ae09734a07ffb2c5356
Source dataset
uspto-grants-1985_01
Patent number
US04496390

Reaction notes

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