Thionyl Chloride → HCID 13281512, compound

HRID 1249123Notes

Reaction equation

HRID 1249123 reaction equation
[C:1]([CH2:4][NH:5][C:6]1[N:10]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][C:12]=2[Cl:21])[N:9]=[CH:8][C:7]=1[C:22]#[N:23])(O)=[O:2].S(Cl)([Cl:26])=O>>[Cl:26][C:1]([CH2:4][NH:5][C:6]1[N:10]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][C:12]=2[Cl:21])[N:9]=[CH:8][C:7]=1[C:22]#[N:23])=[O:2]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 13281511HCID 13281511, compound

Product 1

HCID 13281512HCID 13281512, compound

Procedure

A solution of 5-carboxymethylamino-1-(2-chloro-4-trifluoromethylphenyl)-4-cyanopyrazole (4.5 g; prepared as described in Example 26) in thionyl chloride (40 ml) was heated at reflux for 1 hour. The reaction mixture was cooled and evaporated under diminished pressure to give 5-chlorocarbonylmethylamino-1-(2-chloro-4-trifluoromethylphenyl)-4-cyanopyrazole (4.72 g), in the form of a red oil, which was used immediately in b or c below:

Workup

  1. temperatureat reflux for 1 hour
  2. temperatureThe reaction mixture was cooled
  3. customevaporated under diminished pressure

Sources & evidence

ORD record
ord-53462fde55674983b3ad276403324d38
Source dataset
uspto-grants-1986_12
Patent number
US04629495

Reaction notes

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