Methyl iodide → HCID 18958860, compound

HRID 1708405Notes

Reaction equation

HRID 1708405 reaction equation
[CH2:1]([C:4]1[N:9]=[C:8]([CH3:10])[N:7]2[N:11]=[C:12]([SH:14])[N:13]=[C:6]2[C:5]=1[CH2:15][C:16]1[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][CH:17]=1)[CH2:2][CH3:3].[CH3:25]I>C(Cl)(Cl)Cl.C(N(CC)CC)C>[CH2:1]([C:4]1[N:9]=[C:8]([CH3:10])[N:7]2[N:11]=[C:12]([S:14][CH3:25])[N:13]=[C:6]2[C:5]=1[CH2:15][C:16]1[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][CH:17]=1)[CH2:2][CH3:3]

Participants

5

Reactant 2

HCID 6328Methyl iodideHCID 178440123HCID 178440123, compound

Product 1

HCID 18958860HCID 18958860, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 8471TriethylamineSolvent

Procedure

5 g of 7-n-propyl-5-methyl-2-mercapto-8-(4-nitrobenzyl)-1,2,4-triazolo[1,5-c]pyrimidine, prepared in Example 37, are dissolved in 50 ml of chloroform and 2.2 ml of triethylamine. 1.5 ml of methyl iodide are added and the mixture is stirred at room temperature for 2 hours and then left overnight. The mixture is then washed with dilute sodium hydroxide solution and the organic phase is separated after settling has taken place, dried over magnesium sulphate and evaporated under vacuum to give a residue which crystallise in an ether/pentane mixture to yield 4 g of 7-n-propyl-5-methyl-2-methylmercapto-8-(4-nitrobenzyl)-1,2,4triazolo[1,5-c]pyrimidine in the form of crystals of melting point 130° C.

Workup

  1. waitleft overnight
  2. washThe mixture is then washed with dilute sodium hydroxide solution
  3. customthe organic phase is separated after settling
  4. dry with materialdried over magnesium sulphate
  5. customevaporated under vacuum
  6. customto give a residue which
  7. customcrystallise in an ether/pentane mixture

Sources & evidence

ORD record
ord-e66360f9f4744eb5aeac7349d9a17b7e
Source dataset
uspto-grants-1994_10
Patent number
US05358950

Reaction notes

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