Benzenesulfonyl chloride → N-(3-Chloropropyl)-3,4-dimethoxy-N-methylphenethylamine

HRID 1154635

Reaction equation

HRID 1154635 reaction equation
C1(S([Cl:10])(=O)=O)C=CC=CC=1.[CH3:11][N:12]([CH2:25][CH2:26][CH2:27]O)[CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[C:17]([O:23][CH3:24])[CH:16]=1>C(Cl)Cl>[Cl:10][CH2:27][CH2:26][CH2:25][N:12]([CH3:11])[CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[C:17]([O:23][CH3:24])[CH:16]=1

Participants

4

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 152835213-[N-methyl-N-(2-{3,4-dimethoxy-phenyl}-ethyl)amino]-propanol

Product 1

HCID 577693N-(3-Chloropropyl)-3,4-dimethoxy-N-methylphenethylamine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

275 gm of benzenesulfonic acid chloride were added to 4 gm of 3-[N-methyl-N-(2-{3,4-dimethoxy-phenyl}-ethyl)amino]-propanol. After standing for 30 minutes, the mixture was dissolved in methylene chloride, washed with an aqueous 30% sodium hydroxide solution and water, dried over sodium sulfate and evaporated in vacuo. After purifying the residue on a silica gel column (eluant: methylene chloride/ethanol) a colorless oil was obtained.

Workup

  1. washwashed with an aqueous 30% sodium hydroxide solution and water
  2. dry with materialdried over sodium sulfate
  3. customevaporated in vacuo
  4. customAfter purifying the residue on a silica gel column (eluant: methylene chloride/ethanol) a colorless oil
  5. customwas obtained

Sources & evidence

ORD record
ord-ed8761a9700f43719d96aec357267180
Source dataset
uspto-grants-1984_12
Patent number
US04490369

Linked notes

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