Acetyl chloride → HCID 54159639, compound

HRID 1456339Notes

Reaction equation

HRID 1456339 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[CH3:5][C:6]1[N:7]=[C:8]([C:12]([C:18]2[S:19][C:20]([CH3:24])=[C:21]([CH3:23])[N:22]=2)([OH:17])[C:13]([F:16])([F:15])[F:14])[S:9][C:10]=1[CH3:11]>CN(C)C1C=CN=CC=1.ClCCl>[C:1]([O:17][C:12]([C:8]1[S:9][C:10]([CH3:11])=[C:6]([CH3:5])[N:7]=1)([C:18]1[S:19][C:20]([CH3:24])=[C:21]([CH3:23])[N:22]=1)[C:13]([F:15])([F:16])[F:14])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 6367Acetyl chlorideHCID 22106686HCID 22106686, compound

Product 1

HCID 54159639HCID 54159639, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

Acetyl chloride (0.68 ml) was added to a solution of 1,1-bis (4,5-dimethyl-2-thiazolyl)-2,2,2-trifluoroethanol (1.54 g) and 4-dimethylaminopyridine (2 g) in dry dichloromethane (70 ml). The mixture was stirred at room temperature overnight and was then washed with saturated aqueous sodium hydrogen carbonate solution. The organic phase was separated, dried and evaporated and the residue was purified by flash chromatography to give the title compound. M.p. 163°-164° C. Found: C, 45.9; H, 4.0; N, 7.4. C14H15F3N2OS2 requires C, 46.15; H, 4.15; N, 7.7%

Workup

  1. washwas then washed with saturated aqueous sodium hydrogen carbonate solution
  2. customThe organic phase was separated
  3. customdried
  4. customevaporated
  5. customthe residue was purified by flash chromatography

Sources & evidence

ORD record
ord-f6b402b61cfe474ca56d34abeeff478e
Source dataset
uspto-grants-1998_12
Patent number
US05843971

Reaction notes

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