Pyridine → HCID 22281167, compound

HRID 326198Notes

Reaction equation

HRID 326198 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH:7][S:8]([OH:11])(=[O:10])=[O:9].[C:12](OC(=O)C)(=[O:14])[CH3:13]>>[NH+:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:12]([O:9][S:8](=[O:11])(=[O:7])[O-:10])(=[O:14])[CH3:13]

Participants

4

Reactant 3

HCID 1049PyridineHCID 1118Sulfuric AcidHCID 7918Acetic Anhydride

Product 1

HCID 22281167HCID 22281167, compound

Conditions

Temperature
0 °C

Procedure

A mixture of 30 ml of acetic anhydride and 8.05 ml (0.1 mole) of pyridine is cooled to 0° C., and 5.4 ml of conc. H2SO4 is added dropwise at 0° C. under stirring. After 10 minutes, the crystals are filtered, washed with diethyl ether and dried under vacuum over P2O5 and KOH. Yield: 18.4 g (84%). IR: 1050 cm-1 sharp band, characteristic for sulfates and sulfate esters. Decomposes above 60° C., very hygroscopic. MW: 219.2 (C7H9O5NS).

Workup

  1. filtrationthe crystals are filtered
  2. washwashed with diethyl ether
  3. dry with materialdried under vacuum over P2O5 and KOH
  4. customDecomposes above 60° C.

Sources & evidence

ORD record
ord-b87340ee322546868a52bdaab8ced4a8
Source dataset
uspto-grants-1984_04
Patent number
US04444682

Reaction notes

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