Ethanol → HCID 73438578, compound

HRID 1470783Notes

Reaction equation

HRID 1470783 reaction equation
[NH2:1][C:2]1[C:17]([Cl:18])=[CH:16][C:15]([Cl:19])=[CH:14][C:3]=1[C:4]([N:6]=[S:7]([CH:11]([CH3:13])[CH3:12])[CH:8]([CH3:10])[CH3:9])=[O:5].C(=O)([O-])[O-].[K+].[K+].[Cl:26][C:27]1[C:28]([N:33]2[C:37]([C:38](Cl)=[O:39])=[CH:36][C:35]([C:41]([F:44])([F:43])[F:42])=[N:34]2)=[N:29][CH:30]=[CH:31][CH:32]=1.C(O)C>C1(C)C=CC=CC=1>[Cl:26][C:27]1[C:28]([N:33]2[C:37]([C:38]([NH:1][C:2]3[C:3]([C:4](=[O:5])[N:6]=[S:7]([CH:11]([CH3:13])[CH3:12])[CH:8]([CH3:9])[CH3:10])=[CH:14][C:15]([Cl:19])=[CH:16][C:17]=3[Cl:18])=[O:39])=[CH:36][C:35]([C:41]([F:44])([F:42])[F:43])=[N:34]2)=[N:29][CH:30]=[CH:31][CH:32]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 11430Potassium CarbonateHCID 184469281-(3-chloro-2-pyridinyl)-3-(trifluoromethyl)-1H-pyrazole-5-carbonyl ChlorideHCID 86720241HCID 86720241, compound

Product 1

HCID 73438578HCID 73438578, compoundYield 60.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of the above obtained solution of 2-amino-3,5-dichloro-N-(bis-2-propyl-λ4-sulfanylidene)benzamide (6.7 mL; ˜3.6 mmol) was added potassium carbonate (0.60 g, 4.3 mmol, 1.20 equiv) and a solution of 2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carbonyl chloride (1.34 g, 4.31 mmol, 1.20 equiv.) in toluene (10 mL) at room temperature. After 6 h at this temperature, the mixture poured onto water and treated with a small amount of ethanol under sonification. The resulting precipitate was collected by filtration, washed with water and diisopropyl ether and dried to obtain the title compound (1.29 g, 60%).

Workup

  1. customat room temperature
  2. additionthe mixture poured onto water
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with water and diisopropyl ether
  5. customdried

Sources & evidence

ORD record
ord-68ab0f6e7467420c8a4dd5de3a2f7b4f
Source dataset
uspto-grants-2015_04
Patent number
US09006485B2

Reaction notes

Loading…