Triethylamine → HCID 23331358, compound

HRID 2057481Notes

Reaction equation

HRID 2057481 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH3:6][O:7][C:8]1[CH:9]=[C:10]([CH2:14][CH:15]([NH2:17])[CH3:16])[CH:11]=[CH:12][CH:13]=1.C(N(CC)CC)C>C1C=CC=CC=1>[CH3:1][S:2]([NH:17][CH:15]([CH3:16])[CH2:14][C:10]1[CH:11]=[CH:12][CH:13]=[C:8]([O:7][CH3:6])[CH:9]=1)(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 1522341-(3-Methoxyphenyl)propan-2-amine

Product 1

HCID 23331358HCID 23331358, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Methanesulfonyl chloride (131 g, 1.15 M) was added during 30 min to a solution of 2-(3-methoxyphenyl)-1-methylethylamine (189.7 g, 1.15 M) and triethylamine (116.7 g, 1.15 M) in benzene (2 l) with cooling to maintain an internal temperature of 20°-30°. The reaction was stirred at room temperature for 2 hr. The benzene solution was filtered from the triethylamine hydrochloride. The filter cake was washed with benzene (500 ml) and the combined filtrates were washed with 1 N. HCl (2×250 ml) and water (2×250 ml). The solution was dried over magnesium sulfate and then evaporated to give the sulfonamide as a thick oil. Wt=292 g.

Workup

  1. temperaturewith cooling
  2. temperatureto maintain an internal temperature of 20°-30°
  3. filtrationThe benzene solution was filtered from the triethylamine hydrochloride
  4. washThe filter cake was washed with benzene (500 ml)
  5. washthe combined filtrates were washed with 1 N
  6. dry with materialThe solution was dried over magnesium sulfate
  7. customevaporated

Sources & evidence

ORD record
ord-dbf42ddeaf774f9bb3e69eaa01432aa5
Source dataset
uspto-grants-1980_07
Patent number
US04210749

Reaction notes

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