Gamma-Butyrolactone → HCID 20340747, compound

HRID 1395261Notes

Reaction equation

HRID 1395261 reaction equation
[I-].[NH2:2][N+:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH2:9].[C:10]1(=O)[O:14][CH2:13][CH2:12][CH2:11]1.C(=O)([O-])[O-].[K+].[K+]>>[OH:14][CH2:13][CH2:12][CH2:11][C:10]1[N:9]=[C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][N:3]2[N:2]=1

Participants

4

Reactant 3

HCID 7302Gamma-ButyrolactoneHCID 11430Potassium CarbonateHCID 129098394931-36-6

Product 1

HCID 20340747HCID 20340747, compound

Procedure

A mixture of 24 g of 1,2-diaminopyridinium iodide, 17.2 g of γ-butyrolactone and 57 g of potassium carbonate in 100 ml of diethylcellosolve was refluxed with stirring for 8 hours. The mixture was concentrated under reduced pressure to the residue, which was extracted by hot dichloromethane. The solvent was removed to give crude 2-(3-hydroxypropyl)-s-triazolo[1,5-a]pyridine, which was recrystallized from ethyl acetate to colorless needles (16 g, 90%), mp 71.5°-73° C. Anal. Calcd. for C9H11ON3 : C, 61.00; H, 6.24; N, 23.72. Found: C, 60.82; H, 6.14; N, 23.48.

Workup

  1. temperaturewas refluxed
  2. concentrationThe mixture was concentrated under reduced pressure to the residue, which
  3. extractionwas extracted by hot dichloromethane
  4. customThe solvent was removed

Sources & evidence

ORD record
ord-88bfdba64b354e7999cf098a7ee5a1ba
Source dataset
uspto-grants-1980_05
Patent number
US04202977

Reaction notes

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