HCID 10799758, compound → HCID 10798827, compound

HRID 1086509Notes

Reaction equation

HRID 1086509 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]1[S:11][CH2:12][CH2:13][C:14]([OH:16])=O>C(Cl)(Cl)Cl>[O:16]=[C:14]1[C:4]2[C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[N:2]([CH3:1])[C:3]=2[S:11][CH2:12][CH2:13]1

Participants

3

Reactant 1

HCID 10799758HCID 10799758, compound

Product 1

HCID 10798827HCID 10798827, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

88.2 G (0.375 mol) of 3-(1-methyl-2-indolylthio)propionic acid obtained in stage B, and 300 g of polyphosphate ester, prepared according to W. POLLMANN and G. SCHRAMM (Biochem. Biophysica Acta, 80, 1 (1963)), are placed in 3.5 1 of chloroform. The mixture is stirred at room temperature and under a nitrogen atmosphere for 16 hours. After hydrolysis with 3 liters of ice-cold water, the organic phase is separated after settling has occurred and the aqueous phase is extracted twice with chloroform. The organic phases are combined, washed with 10% strength sodium bicarbonate solution and then with water and dried, and the organic medium is evaporated off on a water bath under vacuum. The residue is recrystallized in acetonitrile.

Workup

  1. customthe organic phase is separated after settling
  2. extractionthe aqueous phase is extracted twice with chloroform
  3. washwashed with 10% strength sodium bicarbonate solution
  4. dry with materialwith water and dried
  5. customthe organic medium is evaporated off on a water bath under vacuum
  6. customThe residue is recrystallized in acetonitrile

Sources & evidence

ORD record
ord-292e30290b9a44aeb1745f17307a063e
Source dataset
uspto-grants-1991_07
Patent number
US05030646

Reaction notes

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