Benzoyl chloride → HCID 18322259, compound

HRID 1698864Notes

Reaction equation

HRID 1698864 reaction equation
C(Cl)(=O)C1C=CC=CC=1.[S-:10][C:11]#[N:12].[NH4+].[CH2:14]([NH:17][C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=1[Cl:25])[CH2:15][CH3:16]>CC(C)=O.ClCCl>[Cl:25][C:19]1[CH:20]=[C:21]([Cl:24])[CH:22]=[CH:23][C:18]=1[N:17]([CH2:14][CH2:15][CH3:16])[C:11]([NH2:12])=[S:10]

Participants

6

Reactant 3

HCID 7412Benzoyl chlorideHCID 15666Ammonium thiocyanateHCID 18322257HCID 18322257, compound2×

Product 1

HCID 18322259HCID 18322259, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent2×HCID 6344DichloromethaneSolvent

Procedure

5.1 ml of benzoyl chloride are added under argon and at 0° C. to 3.4 g of ammonium thiocyanate in 80 ml of anhydrous acetone and the reaction mixture is stirred for 15 minutes. 7.48 g of N-propyl-2,4-dichloroaniline (Compound 5-1) in 60 ml of anhydrous acetone are added and the reaction mixture is stirred for 2 hours at room temperature. It is evaporated to dryness, the residue obtained is taken up in dichloromethane, washed with water and dried. 13.5 g of the expected product are obtained in the form of an oil; yield=82%.

Workup

  1. stirringthe reaction mixture is stirred for 2 hours at room temperature
  2. customIt is evaporated to dryness
  3. customthe residue obtained
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-24defbb191f9451aafbbe864568cd502
Source dataset
uspto-grants-2002_02
Patent number
US06344470B1

Reaction notes

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