Triethylamine → Methanesulfonic acid 2-(5-bromo-benzothiazol-2-yl)-ethyl ester

HRID 900185Notes

Reaction equation

HRID 900185 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([CH2:10][CH2:11][OH:12])=[N:7][C:6]=2[CH:13]=1.CCN(CC)CC.[CH3:21][S:22](Cl)(=[O:24])=[O:23]>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([CH2:10][CH2:11][O:12][S:22]([CH3:21])(=[O:24])=[O:23])=[N:7][C:6]=2[CH:13]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 219800605-Bromo-2-benzothiazoleethanol

Product 1

HCID 21041502Methanesulfonic acid 2-(5-bromo-benzothiazol-2-yl)-ethyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 2-(5-bromo-benzothiazol-2-yl)-ethanol (0.94 g, 3.6 mmol) in 10 mL CH2Cl2, Et3N (0.99 g, 9.8 mmol), was added methanesulfonyl chloride (0.46 g, 4.0 mmol) dropwise at room temperature. The reaction was worked up by concentrating under vacuum and then used in the next step, Example 1C.

Workup

  1. concentrationby concentrating under vacuum

Sources & evidence

ORD record
ord-ac2a751a4a38422ea87bfbee5997c56e
Source dataset
uspto-grants-2008_04
Patent number
US07358263B2

Reaction notes

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