Triethylamine → HCID 13657122, compound

HRID 652276Notes

Reaction equation

HRID 652276 reaction equation
[OH:1][CH:2]([CH2:12][OH:13])[CH2:3][O:4][C:5]1[CH:11]=[CH:10][C:8]([NH2:9])=[CH:7][CH:6]=1.C(N(CC)CC)C.[CH3:21][S:22]([CH2:24][CH2:25][C:26](Cl)=[O:27])=[O:23]>CN(C)C=O>[OH:1][CH:2]([CH2:12][OH:13])[CH2:3][O:4][C:5]1[CH:11]=[CH:10][C:8]([NH:9][C:26](=[O:27])[CH2:25][CH2:24][S:22]([CH3:21])=[O:23])=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 4592603-(4-Aminophenoxy)-1,2-propanediolHCID 20199854HCID 20199854, compound

Product 1

HCID 13657122HCID 13657122, compoundYield 80.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A 1.83 g quantity of 4-(2,3-dihydroxypropoxy)aniline and 1.53 g of triethylamine were dissolved in 30 ml of dimethylformamide. To the solution was added 1.55 g of 3-(methylsulfinyl)propionyl chloride with ice cooling. The same subsequent procedure as in Example 2 was repeated and recrystallization from ethanol was effected, giving 2.42 g of N-[4-(2,3-dihydroxypropoxy)phenyl]-3-(methylsulfinyl)propionamide in a yield of 80.4%. M.p. 139° to 141° C.

Workup

  1. customrecrystallization from ethanol

Sources & evidence

ORD record
ord-289b9cee3b724e718474952c403f5c2c
Source dataset
uspto-grants-1987_06
Patent number
US04670583

Reaction notes

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