Thionyl Chloride → HCID 118431620, compound

HRID 2207940Notes

Reaction equation

HRID 2207940 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[N:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[Cl:19])[N:11]=[C:10]([C:20](O)=[O:21])[CH2:9]2)=[CH:4][C:3]=1[F:23].S(Cl)([Cl:26])=O>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[N:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[Cl:19])[N:11]=[C:10]([C:20]([Cl:26])=[O:21])[CH2:9]2)=[CH:4][C:3]=1[F:23]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 118431779HCID 118431779, compound

Product 1

HCID 118431620HCID 118431620, compound

Conditions

Temperature
100 °C

Procedure

5-(4-Bromo-3-fluoro-phenyl)-1-(2-chloro-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxylic acid (820.0 mg, 2.1 mmol) prepared in Step 4 was added to thionyl chloride (7.0 mL). The reaction mixture was stirred at 100° C. for 2 hours and then concentrated under reduced pressure. The resulting residue was concentrated under reduced pressure three times, along with using toluene, to give 5-(4-bromo-3-fluoro-phenyl)-1-(2-chloro-phenyl)-4,5-dihydro-1H-pyrazole-3-carbonyl chloride as a dark brown liquid.

Workup

  1. concentrationconcentrated under reduced pressure
  2. concentrationThe resulting residue was concentrated under reduced pressure three times, along with using toluene

Sources & evidence

ORD record
ord-7247333bdc71407ba09ece33bdb98438
Source dataset
uspto-grants-2016_06
Patent number
US09376420B2

Reaction notes

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