2,2,2-Trifluoroethanesulfonyl chloride → HCID 15232781, compound

HRID 2399540Notes

Reaction equation

HRID 2399540 reaction equation
[F:1][C:2]([F:9])([F:8])[CH2:3][S:4](Cl)(=[O:6])=[O:5].[NH2:10][C:11]1[S:12][C:13]([C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)=[C:14]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)[N:15]=1>N1C=CC=CC=1>[F:1][C:2]([F:9])([F:8])[CH2:3][S:4]([NH:10][C:11]1[S:12][C:13]([C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)=[C:14]([C:16]2[CH:17]=[CH:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=2)[N:15]=1)(=[O:6])=[O:5]

Participants

4

Reactant 2

HCID 742422,2,2-Trifluoroethanesulfonyl chlorideHCID 14817254,5-Bis(4-methoxyphenyl)-1,3-thiazol-2-amine

Product 1

HCID 15232781HCID 15232781, compoundYield 34.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

0.92 g of 2,2,2-trifluoroethanesulfonyl chloride was dropped into a solution of 1:56 g of 2-amino-4,5-bis(4-methoxyphenyl)thiazole in pyridine under stirring at room temperature in a nitrogen atmosphere, and the resulting mixture was stirred as such for 1 hour. Then the reaction mixture was poured into ice-water and the crystals thus precipitated were recovered by filtration and recrystallized from diethyl ether/ethyl acetate to give 0.80 g of 2-(2,2,2-trifluoroethanesulfonyl)amino-4,5-bis(4-methoxyphenyl)thiazole. The melting point of this product was from 259° to 261° C.

Workup

  1. customthe crystals thus precipitated
  2. filtrationwere recovered by filtration
  3. customrecrystallized from diethyl ether/ethyl acetate

Sources & evidence

ORD record
ord-846063f1d17b4bff8047499d02d60501
Source dataset
uspto-grants-1995_09
Patent number
US05449783

Reaction notes

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