Hydrochloric Acid → HCID 10572991, compound

HRID 619050Notes

Reaction equation

HRID 619050 reaction equation
Br.[Cl:2][C:3]1[CH:4]=[C:5]([C:10]2[N:11]=[C:12]([NH2:15])[S:13][CH:14]=2)[CH:6]=[CH:7][C:8]=1[Cl:9].[C:16]1([CH3:26])[CH:21]=[CH:20][C:19]([S:22](Cl)(=[O:24])=[O:23])=[CH:18][CH:17]=1.Cl>N1C=CC=CC=1>[Cl:2][C:3]1[CH:4]=[C:5]([C:10]2[N:11]=[C:12]([NH:15][S:22]([C:19]3[CH:20]=[CH:21][C:16]([CH3:26])=[CH:17][CH:18]=3)(=[O:24])=[O:23])[S:13][CH:14]=2)[CH:6]=[CH:7][C:8]=1[Cl:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 73974-Toluenesulfonyl chlorideHCID 21845580HCID 21845580, compound

Product 1

HCID 10572991HCID 10572991, compoundYield 53.9%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 0.5 g of 4-(3,4-dichloro-phenyl)-thiazol-2-ylamine hydrobromide with 0.50 g of p-toluenesulfonyl chloride was stirred overnight with 2 ml of pyridine. The resulting, red colored suspension was poured into 30 ml of 1N hydrochloric acid and the solid which thereby separated was filtered off and dissolved in a mixture of 20 ml of ethanol and 20 ml of 2N sodium hydroxide solution. After the addition of 0.4 g of active charcoal the mixture was stirred at room temperature for 30 minutes and subsequently the active charcoal was filtered off. 0.33 g of N-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-4-methyl-benzenesulfonamide was obtained as colorless crystals upon neutralization with concentrated hydrochloric acid.

Workup

  1. customthe solid which thereby separated
  2. filtrationwas filtered off
  3. dissolutiondissolved in a mixture of 20 ml of ethanol and 20 ml of 2N sodium hydroxide solution
  4. additionAfter the addition of 0.4 g of active charcoal the mixture
  5. filtrationsubsequently the active charcoal was filtered off

Sources & evidence

ORD record
ord-f24bebd9c15d418da2209c9d0d2509b6
Source dataset
uspto-grants-1999_09
Patent number
US05958910

Reaction notes

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