Pyridine → 3-Amino-5-[3-(pentylthio)propylthio]-1,2,4-triazole

HRID 486382Notes

Reaction equation

HRID 486382 reaction equation
[CH2:1]([S:6][CH2:7][CH2:8][CH2:9]Cl)[CH2:2][CH2:3][CH2:4][CH3:5].[NH2:11][C:12]1[N:16]=[C:15]([SH:17])[NH:14][N:13]=1.N1C=CC=CC=1.NC1N=C(SCCSCCSCCCCCC)NN=1>C(#N)C.O>[NH2:11][C:12]1[N:16]=[C:15]([S:17][CH2:9][CH2:8][CH2:7][S:6][CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[NH:14][N:13]=1

Participants

7

Reactant 4

HCID 1049PyridineHCID 190231263-Chloropropyl pentyl sulfideHCID 1784455743-Amino-5-{2-[2-(hexylthio)ethylthio]ethylthio}-1,2,4-triazoleHCID 1785092965-amino-1H-1,2,4-triazole-3-thiol

Product 1

HCID 1784477053-Amino-5-[3-(pentylthio)propylthio]-1,2,4-triazole

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

Compound 9 was prepared from a mixture of 3-chloropropyl pentyl sulfide, 3-amino-5-mercapto-1,2,4-triazole and pyridine in acetonitrile, as described previously for Compound 12. The reaction mixture was poured into water and extracted with CH2Cl2. The extracts were washed with water and brine, dried over MgSO4, and concentrated under vacuum to provide Compound 9 in 71% yield.

Workup

  1. extractionextracted with CH2Cl2
  2. washThe extracts were washed with water and brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-e6c26a24494a483faac30057276f6133
Source dataset
uspto-grants-1994_03
Patent number
US05292627

Reaction notes

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