Thionyl Chloride → HCID 12643941, compound

HRID 1285229Notes

Reaction equation

HRID 1285229 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[S:11]([NH:14][C@@H:15]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:16](O)=[O:17])(=[O:13])=[O:12].S(Cl)([Cl:28])=O>C1C=CC=CC=1>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[S:11]([NH:14][C@@H:15]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:16]([Cl:28])=[O:17])(=[O:13])=[O:12]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 1115232(2S)-2-[(2-naphthylsulfonyl)amino]-3-phenylpropanoic acid

Product 1

HCID 12643941HCID 12643941, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

4 g of (S)-2-(2-naphthylsulonylamino)-3-phenyl-propionic acid are dissolved in 40 ml of anhydrous benzene-anhydrous tetrahydrofuran (3:1), and 3.2 ml of thionyl chloride are added thereto. The mixture is stirred at 40° to 50° C for 18 hours. The reaction mixture is condensed to dryness under reduced pressure, and the residue is recrystallized from a mixture of benzene and n-hexane. 3.2 g of (S)-2-(2-naphthylsulfonylamino)-3-phenyl-propionyl chloride are obtained.

Workup

  1. customcondensed to dryness under reduced pressure
  2. customthe residue is recrystallized from a mixture of benzene and n-hexane

Sources & evidence

ORD record
ord-88d8fd05f36745c5b8cf1daba7c00795
Source dataset
uspto-grants-1986_01
Patent number
US04565877

Reaction notes

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