Triethylamine → HCID 19029363, compound

HRID 2256298Notes

Reaction equation

HRID 2256298 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([CH2:22][CH2:23][OH:24])[CH2:10][C:11]([N:13]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[CH3:14])=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8].CCN(CC)CC.[CH3:32][S:33](Cl)(=[O:35])=[O:34]>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([CH2:22][CH2:23][O:24][S:33]([CH3:32])(=[O:35])=[O:34])[CH2:10][C:11]([N:13]([C:15]2[CH:16]=[CH:17][C:18]([Cl:21])=[CH:19][CH:20]=2)[CH3:14])=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 19029310HCID 19029310, compound

Product 1

HCID 19029363HCID 19029363, compoundYield 91.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3,4-Dichloro-beta-(2-hydroxyethyl)-N-(4-chlorophenyl)-N-methylbenzenepropanamide (2.1 g) in CH2Cl2 (40 mL) was cooled to -5° to -10° C. and treated sequentially with Et3N (0.69 g), and methanesulfonyl chloride (0.78 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 (2.3 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-fdbbd92a040e4573b3d8c604d2f0ced6
Source dataset
uspto-grants-1997_08
Patent number
US05654316

Reaction notes

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