2-(Methylthio)pyrazolo[1,5-a][1,3,5]triazin-4(3H)-one → HCID 178518131, compound

HRID 1285119Notes

Reaction equation

HRID 1285119 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]1[N:8]=[CH:7][NH:6][CH:5]=1.CS[C:11]1[NH:16][C:15](=[O:17])[N:14]2[N:18]=[CH:19][CH:20]=[C:13]2[N:12]=1>C1(C)C(C)=CC=CC=1>[NH:6]1[CH:5]=[C:4]([CH2:3][CH2:2][NH:1][CH:11]2[NH:16][C:15](=[O:17])[N:14]3[N:18]=[CH:19][CH:20]=[C:13]3[NH:12]2)[N:8]=[CH:7]1

Participants

4

Reactant 2

HCID 1354442592-(Methylthio)pyrazolo[1,5-a][1,3,5]triazin-4(3H)-oneHCID 178419017HCID 178419017, compound

Product 1

HCID 178518131HCID 178518131, compoundYield 49.1%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of 135 mg of free histamine and 180 mg of 2-methylthio-4-oxo-3H-pyrazolo(1,5-a)-1,3,5-triazine in 10 ml of xylene is refluxed for 22 hrs. After evaporation of the solvent in vacuo, the pale pink residue is triturated with water and alcohol, filtered, washed with ether and dried to yield 120 mg of purified product. TLC (silica gel CHCl3 /MeOH/triethylamine=3:1:0-5) Rf=0.14.

Workup

  1. temperatureis refluxed for 22 hrs
  2. customAfter evaporation of the solvent in vacuo
  3. customthe pale pink residue is triturated with water and alcohol
  4. filtrationfiltered
  5. washwashed with ether
  6. customdried

Sources & evidence

ORD record
ord-850ac9b5bb0a4b658aa6f4de43287431
Source dataset
uspto-grants-1986_01
Patent number
US04565815

Reaction notes

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