Nitrogen → HCID 67957959, compound

HRID 82813Notes

Reaction equation

HRID 82813 reaction equation
N#N.[N+:3]([C:6]1[CH:10]=[N:9][N:8]([CH2:11][C:12]2[N:13]=[C:14]([CH2:17][OH:18])[S:15][CH:16]=2)[N:7]=1)([O-:5])=[O:4].[CH3:19]I>C(Cl)Cl>[CH3:19][O:18][CH2:17][C:14]1[S:15][CH:16]=[C:12]([CH2:11][N:8]2[N:7]=[C:6]([N+:3]([O-:5])=[O:4])[CH:10]=[N:9]2)[N:13]=1

Participants

5

Reactant 3

HCID 947NitrogenHCID 6328Methyl iodideHCID 67958245(4-((4-Nitro-2H-1,2,3-triazol-2-yl)methyl)thiazol-2-yl)methanol

Product 1

HCID 67957959HCID 67957959, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
40 °C

Procedure

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of (4-((4-nitro-2H-1,2,3-triazol-2-yl)methyl)thiazol-2-yl)methanol (419 mg, 1.74 mmol) in CH2Cl2 (15.0 mL) was added to a suspension of Ag2O (604 mg, 2.61 mmol) and MeI (0.33 mL, 5.21 mmol). The resulting mixture (protected form light) was stirred overnight at 40° C. The reaction mixture was filtered and the solvent was removed under reduced pressure. Purification of the residue by FC (1:1 hept-EA) gave the title compound as a yellow oil. TLC: rf (1:1 hept-EA)=0.36. LC-MS-conditions 07: tR=0.68 min, [M+H]+=256.27.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe solvent was removed under reduced pressure
  3. customPurification of the residue by FC (1:1 hept-EA)

Sources & evidence

ORD record
ord-a45a677d518a4180a3214a34addf100c
Source dataset
uspto-grants-2014_09
Patent number
US08846733B2

Reaction notes

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