Hydrochloric Acid → 5-Chloro-2-fluoro-N-1,3,4-thiadiazol-2-yl-4-{[3-(trifluoromethyl)phenyl]thio}benzenesulfonamide

HRID 509092Notes

Reaction equation

HRID 509092 reaction equation
[Cl:1][C:2]1[C:3]([S:29][C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([C:36]([F:39])([F:38])[F:37])[CH:31]=2)=[CH:4][C:5]([F:28])=[C:6]([S:8]([N:11](CC2C=CC(OC)=CC=2OC)[C:12]2[S:13][CH:14]=[N:15][N:16]=2)(=[O:10])=[O:9])[CH:7]=1.Cl>O1CCOCC1>[Cl:1][C:2]1[C:3]([S:29][C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([C:36]([F:38])([F:39])[F:37])[CH:31]=2)=[CH:4][C:5]([F:28])=[C:6]([S:8]([NH:11][C:12]2[S:13][CH:14]=[N:15][N:16]=2)(=[O:10])=[O:9])[CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 666527935-chloro-N-(2,4-dimethoxybenzyl)-2-fluoro-N-1,3,4-thiadiazol-2-yl-4-{[3-(trifluoromethyl)phenyl]thio}benzenesulfonamide

Product 1

HCID 565976185-Chloro-2-fluoro-N-1,3,4-thiadiazol-2-yl-4-{[3-(trifluoromethyl)phenyl]thio}benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To 5-chloro-N-(2,4-dimethoxybenzyl)-2-fluoro-N-1,3,4-thiadiazol-2-yl-4-{[3-(trifluoromethyl)phenyl]thio}benzenesulfonamide (Preparation 3, 0.215 g, 0.347 mmol) was added a 4M solution of hydrogen chloride in 1,4-dioxane (5.04 mL). The reaction was stirred at ambient temperature for 5 hours before concentrating in vacuo. The residue was solubilised in dimethylsulfoxide (1 mL) and purified by the B-HPLC method to afford the title compound.

Workup

  1. concentrationbefore concentrating in vacuo
  2. custompurified by the B-HPLC method

Sources & evidence

ORD record
ord-15949bf8c6b1444f8c79964d43f8e647
Source dataset
uspto-grants-2015_08
Patent number
US09096558B2

Reaction notes

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