Methanesulfonyl chloride → HCID 14810655, compound

HRID 2165074Notes

Reaction equation

HRID 2165074 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[CH:5][C:6]2[S:10][C:9]([CH:11]([OH:13])[CH3:12])=[N:8][C:7]=2[CH:14]=1.[CH3:17][S:18](Cl)(=[O:20])=[O:19]>N1C=CC=CC=1>[S:18]([O:13][CH:11]([C:9]1[S:10][C:6]2[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:15])[F:16])=[CH:14][C:7]=2[N:8]=1)[CH3:12])(=[O:20])(=[O:19])[CH3:17]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 14810654HCID 14810654, compound

Product 1

HCID 14810655HCID 14810655, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

To an ice-cold solution of 1-(5-trifluoromethyl-2-benzothiazolyl)ethanol (m.p. 93°-94° C., 4.94 g) in dry pyridine was added methanesulfonyl chloride (4.58 g) and the resulting solution stirred at 0° C. for 1 hour. It was poured onto water, extracted with ether and the ether layer washed with 10% hydrochloric acid (2×20 ml). The organic extract was dried, evaporated and the residue triturated with hexane to obtain the desired compound as solid, m.p. 89° C. (5.89 g).

Workup

  1. additionIt was poured onto water
  2. extractionextracted with ether
  3. washthe ether layer washed with 10% hydrochloric acid (2×20 ml)
  4. extractionThe organic extract
  5. customwas dried
  6. customevaporated
  7. customthe residue triturated with hexane

Sources & evidence

ORD record
ord-487353019f984232aadc9f6aabc3f7c7
Source dataset
uspto-grants-1990_07
Patent number
US04939140

Reaction notes

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