Benzene → HCID 53684219, compound

HRID 127971Notes

Reaction equation

HRID 127971 reaction equation
[C:1]1([S:7]([NH:10][CH2:11][CH2:12][C:13]2[CH:23]=[CH:22][C:16]([O:17][CH2:18][C:19](Cl)=[O:20])=[CH:15][CH:14]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1C=CC=CC=1.[OH:30][CH2:31][CH:32]([NH2:34])[CH3:33]>O>[OH:30][CH2:31][CH:32]([NH:34][C:19](=[O:20])[CH2:18][O:17][C:16]1[CH:22]=[CH:23][C:13]([CH2:12][CH2:11][NH:10][S:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)(=[O:9])=[O:8])=[CH:14][CH:15]=1)[CH3:33]

Participants

5

Reactant 3

HCID 241BenzeneHCID 51262-AminopropanolHCID 23470986HCID 23470986, compound

Product 1

HCID 53684219HCID 53684219, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 6.4 g. (18 mMol) 4-[2-(benzenesulphonylamino)-ethyl]-phenoxyacetyl chloride and 25 ml. anhydrous benzene is added dropwise at 0° to 5° C., over the course of 2 hours, to a mixture of 5.4 g. (72 mMol) 1-hydroxy-2-aminopropane and 35 ml. water, a precipitate thereby forming slowly. After standing overnight at 20° C., the precipitate is filtered off with suction and the filter cake is washed with dilute aqueous sodium hydroxide solution and then with water and dried. After recrystallization from ethyl acetate, there are obtained 5.2 g. (74% of theory) of the desired product; m.p. 90°-91° C.

Workup

  1. filtrationthe precipitate is filtered off with suction
  2. washthe filter cake is washed with dilute aqueous sodium hydroxide solution
  3. dry with materialwith water and dried
  4. customAfter recrystallization from ethyl acetate, there
  5. customare obtained 5.2 g

Sources & evidence

ORD record
ord-d8fadfcfb441403ea504ecd16794ef69
Source dataset
uspto-grants-1981_03
Patent number
US04258058

Reaction notes

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