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

HRID 424937

Reaction equation

HRID 424937 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-e7dcb545557e41e8b09838c68bacf468
Source dataset
uspto-grants-2012_01
Patent number
US08106088B2

Linked notes

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