Hydrochloric Acid → HCID 14126765, compound

HRID 476907

Reaction equation

HRID 476907 reaction equation
Cl.[CH3:2][NH:3][CH2:4][CH2:5][Cl:6].[SH:7][C:8]1[N:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]2=[N:10][N:9]=1.C(N(CC)CC)C.Cl>C(O)C.C(OCC)C.CC(C)=O.C(OCC)C>[ClH:6].[CH3:2][NH:3][CH2:4][CH2:5][S:7][C:8]1[N:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]2=[N:10][N:9]=1

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 3028223Ethanamine, 2-chloro-N-methyl-, hydrochloride (1:1)HCID 178527925HCID 178527925, compound

Product 1

HCID 14126765HCID 14126765, compoundYield 38.9%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 3283Diethyl EtherSolventHCID 21584533Acetone diethyletherSolvent

Procedure

A solution of 18 g of N-methyl-2-chloroethylamine hydrochloride, 20 g of 3-mercapto-1,2,4-triazolo(4,3-a)pyridine and 40 ml of triethylamine in 150 ml of ethanol is heated under reflux for 2 hours. After evaporation, the residue is taken up in water, 0.1N sodium hydroxide is added and extraction is carried out with chloroform. The chloroform phase is washed with water, dried over sodium sulfate and evaporated to dryness. The residue obtained is dissolved in an ethyl ether/acetone mixture and the solution is acidified by the addition of a solution of ethyl ether saturated with hydrogen chloride gas. The precipitate formed is filtered off, washed with ether and dried to give 12.6 g of 3-[2-(methylamino)ethylmercapto]-1,2,4-triazolo(4,3-a)pyridine hydrochloride in the form of crystals melting at 195°-7° C.

Workup

  1. temperatureunder reflux for 2 hours
  2. customAfter evaporation
  3. addition0.1N sodium hydroxide is added
  4. extractionextraction
  5. washThe chloroform phase is washed with water
  6. dry with materialdried over sodium sulfate
  7. customevaporated to dryness
  8. customThe residue obtained
  9. customThe precipitate formed
  10. filtrationis filtered off
  11. washwashed with ether
  12. customdried

Sources & evidence

ORD record
ord-0e5859de25f346cba5278d7a7ea35075
Source dataset
uspto-grants-1989_12
Patent number
US04886805

Linked notes

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