Triethylamine → HCID 57093000, compound

HRID 2256307Notes

Reaction equation

HRID 2256307 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([CH2:23][CH2:24][OH:25])[CH2:10][C:11]([N:13]([CH3:22])[C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8].CCN(CC)CC.[CH3:33][S:34](Cl)(=[O:36])=[O:35]>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([CH2:23][CH2:24][O:25][S:34]([CH3:33])(=[O:36])=[O:35])[CH2:10][C:11]([N:13]([CH3:22])[C:14]2[CH:15]=[CH:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=2)=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 19029316HCID 19029316, compound

Product 1

HCID 57093000HCID 57093000, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3,4-Dichloro-beta-(2-hydroxyethyl)-N-methyl-N-(4-methoxyphenyl)-benzene propanamide (2.0 g) in CH2Cl2 (50 mL) was cooled to -5° to -10° C. and treated sequentially with Et3N (0.911 mL), and methanesulfonyl chloride (0.64 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 (2.56 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-4049610975744656b5371ab94e024fea
Source dataset
uspto-grants-1997_08
Patent number
US05654316

Reaction notes

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