Triethylamine → HCID 19029359, compound

HRID 2256287Notes

Reaction equation

HRID 2256287 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([CH2:21][CH2:22][OH:23])[CH2:10][C:11]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8].CCN(CC)CC.[CH3:31][S:32](Cl)(=[O:34])=[O:33]>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([CH2:21][CH2:22][O:23][S:32]([CH3:31])(=[O:34])=[O:33])[CH2:10][C:11]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 19029386HCID 19029386, compound

Product 1

HCID 19029359HCID 19029359, compoundYield 89.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3,4-Dichloro-beta-(2-hydroxyethyl)-N-(4-chlorophenyl)benzenepropanamide (3.5 g) in CH2Cl2 (60 mL) was cooled to -5° to -10° C. and treated sequentially with Et3N (1.19 g), and methanesulfonyl chloride (1.35 g). After two hours the reaction mixture was washed with water (3×50 mL) and the organic layer separated, dried over MgSO4, filtered and concentrated under reduced pressure to give the title compound (3.8 g).

Workup

  1. washAfter two hours the reaction mixture was washed with water (3×50 mL)
  2. customthe organic layer separated
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-191a3c6d18a24657b945840ecdce5098
Source dataset
uspto-grants-1997_08
Patent number
US05654316

Reaction notes

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