Triethylamine → HCID 19029363, compound

HRID 2256302Notes

Reaction equation

HRID 2256302 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]([CH3:21])[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.[CH3:32][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]([CH3:21])[C:14]2[CH:15]=[CH:16][C:17]([Cl:20])=[CH:18][CH:19]=2)=[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, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3,4-Dichloro-beta-(2-hydroxyethyl)-N-methyl-N-(4-chlorophenyl)-benzenepropanamide (3.6 g) in CH2Cl2 (100 mL) was cooled to -5° to -10° C. and treated sequentially with Et3N (1.62 mL), and methanesulfonyl chloride (0.9 mL). After two hours the reaction mixture was washed with water (100 mL), brine (100 mL) and the organic layer separated, dried over MgSO4, filtered and concentrated under reduced pressure to give the title compound (4.3 g).

Workup

  1. washAfter two hours the reaction mixture was washed with water (100 mL), brine (100 mL)
  2. customthe organic layer separated
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-8185ddfb63b046bea15d6ce6c6396450
Source dataset
uspto-grants-1997_08
Patent number
US05654316

Reaction notes

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