Triethylamine → HCID 86591867, compound

HRID 456595Notes

Reaction equation

HRID 456595 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[N:6]1[S:10][N:9]=[C:8]2[CH:11]=[C:12]([CH2:15][CH2:16][OH:17])[CH:13]=[CH:14][C:7]=12.C(N(CC)CC)C>ClCCl>[N:6]1[S:10][N:9]=[C:8]2[CH:11]=[C:12]([CH2:15][CH2:16][O:17][S:2]([CH3:1])(=[O:4])=[O:3])[CH:13]=[CH:14][C:7]=12

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 69521578HCID 69521578, compound

Product 1

HCID 86591867HCID 86591867, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methanesulfonyl chloride (0.45 ml, 5.8 mmol) was added dropwise to an ice-cooled solution of 2-benzo[1,2,5]thiadiazol-5-yl-ethanol (c) (1.0 g, 5.5 mmol) and triethylamine (0.85 ml, 6 mmol) in dichloromethane (20 ml) The reaction mixture was allowed to warn to room temperature and stirred for 16 hours. The organic solution was washed with water, dried over magnesium sulfate and evaporated to dryness. The oily residue was triturated with diisopropyl ether. The solid was collected by filtration and dried to give methanesulfonic acid 2-benzo[1,2,5]thiadiazol-5-yl-ethyl ester (1.2 g, 78%) which was used without further purification in the next step.

Workup

  1. customto warn to room temperature
  2. washThe organic solution was washed with water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated to dryness
  5. customThe oily residue was triturated with diisopropyl ether
  6. filtrationThe solid was collected by filtration
  7. customdried

Sources & evidence

ORD record
ord-740275c072fe4925b71252a275e96578
Source dataset
uspto-grants-2007_03
Patent number
US07186730B2

Reaction notes

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