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4-Pyridylmercapto acetyl chloride hydrochloride

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4-Pyridylmercapto acetyl chloride hydrochloride Basic information

Product Name:
4-Pyridylmercapto acetyl chloride hydrochloride
Synonyms:
  • 4-PYRIDYLMERCAPTOACETYL CHLORIDE HYDROCHLORIDE
  • (4-pyridylthio)acetyl chloride hydrochloride
  • 4-PYRIDYLMERCAPTOACETYL CHLORIDE HCL
  • 4-pyridylMercapto acetyl chloride
  • 4-PyridylMercapto acetyl chloride hydrochloride,PMAC
  • 2-(pyridin-4-ylthio)acetyl chloride hydrochloride
  • 2-(Pyridin-4-ylthio)
  • acetyl chloride hydrochloride
CAS:
27230-51-9
MF:
C7H7Cl2NOS
MW:
224.1
EINECS:
248-348-4
Mol File:
27230-51-9.mol
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4-Pyridylmercapto acetyl chloride hydrochloride Chemical Properties

InChI
InChI=1S/C7H6ClNOS.ClH/c8-7(10)5-11-6-1-3-9-4-2-6;/h1-4H,5H2;1H
InChIKey
ONINFWNBKWMUCA-UHFFFAOYSA-N
SMILES
S(C1=CC=NC=C1)CC(=O)Cl.Cl
CAS DataBase Reference
27230-51-9(CAS DataBase Reference)
EPA Substance Registry System
Acetyl chloride, (4-pyridinylthio)-, hydrochloride (27230-51-9)
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Safety Information

TSCA 
TSCA listed
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4-Pyridylmercapto acetyl chloride hydrochloride Usage And Synthesis

Chemical Properties

White crystalline solid

Uses

4-Pyridylmercaptoacetyl Chloride is a reagent used in the synthesis of Cephalosporin (C258750) derivatives, used as an antibiotic.

Synthesis

4-Pyridylmercaptoacetic acid: 600-m1 of sodium hydroxide (88, 4, 9, 2, 21 mol) and water were placed in an EndPage:3 flask equipped with a condenser. 80-Mercaptoacetic acid (76, 79, 0, 67 mol) was added with stirring, followed by 4-chloropyridine hydrochloride (100 g, 0.67 mol). The mixture was heated under stirring at reflux temperature for 4 hours. About 5 g of cooled decolorized carbon was added to the resulting solution at 80??C. Stirring was continued for 5 min and then filtered using a filter aid. The r solution was acidified to pH 4.5 by the addition of acetic acid. the resulting slurry was cooled to 5 ??C and filtered to collect. 100 ml of solid! Wash Dissolve the wet filter cake in 6 NHC, 200 m,g and 500 ml of water. The clear solution was about 200 ml of 10% sodium hydroxide! Neutralize to pH 5. The slurry is cooled to 5??C, collected on a filter and washed with 200 ml of water. The solid was then washed with isopropanol 100rrLe. The product, 4-pyridylmercaptoacetic acid, was dried at 50 ??C at room temperature to give about 829 (73). Melting point 267-268??C (decomposition). Literature value: mp270°C.

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