Hydrochloric Acid → HCID 19837128, compound

HRID 476906Notes

Reaction equation

HRID 476906 reaction equation
O1[C:5]2([CH2:10][CH2:9][N:8]([CH2:11][CH2:12][S:13][C:14]3[N:18]4[CH:19]=[CH:20][CH:21]=[CH:22][C:17]4=[N:16][N:15]=3)[CH2:7][CH2:6]2)[O:4]CC1.Cl.C(=O)(O)[O-].[Na+]>>[O:4]=[C:5]1[CH2:10][CH2:9][N:8]([CH2:11][CH2:12][S:13][C:14]2[N:18]3[CH:19]=[CH:20][CH:21]=[CH:22][C:17]3=[N:16][N:15]=2)[CH2:7][CH2:6]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 19837097HCID 19837097, compound

Product 1

HCID 19837128HCID 19837128, compoundYield 62.4%

Procedure

6.5 g of 3-[2-(1,4-dioxa-8-azaspiro(4,5)decan-8-yl)ethylmercapto]-1,2,4-triazolo(4,3-a)pyridine, prepared in Example 53, are heated under reflux for 10 hours in 200 ml of a 0.5N solution of hydrochloric acid. The reaction mixture is then cooled, rendered basic with a solution of sodium bicarbonate and extracted with chloroform. The chloroform phase is dried over magnesium sulfate and concentrated in vacuo. The residue obtained crystallizes from isopropyl acetate. The crystals are filtered off and dried to give 3.5 g of 3-[2-(4-oxopiperidin-1-yl)ethylmercapto]-1,2,4-triazolo(4,3-a)pyridine in the form of crystals melting at 76°-7° C.

Workup

  1. temperatureare heated
  2. temperatureThe reaction mixture is then cooled
  3. extractionextracted with chloroform
  4. dry with materialThe chloroform phase is dried over magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe residue obtained
  7. customcrystallizes from isopropyl acetate
  8. filtrationThe crystals are filtered off
  9. customdried

Sources & evidence

ORD record
ord-0aa3fb72ce3c46acab6f5ed327b80c34
Source dataset
uspto-grants-1989_12
Patent number
US04886805

Reaction notes

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