Methylamine → HCID 18958006, compound

HRID 2225460Notes

Reaction equation

HRID 2225460 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1([CH2:12][N:13]2[CH:17]=[N:16][CH:15]=[N:14]2)[CH2:11][O:10]1.[CH3:18][NH2:19]>C(O)C>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]([OH:10])([CH2:11][NH:19][CH3:18])[CH2:12][N:13]1[CH:17]=[N:16][CH:15]=[N:14]1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 104232291H-1,2,4-Triazole, 1-[[2-(2,4-dichlorophenyl)oxiranyl]methyl]-

Product 1

HCID 18958006HCID 18958006, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution containing 2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)oxirane (5.5 g, 20.4 mmol), obtained as explained in EP 106515, a 40% solution of methylamine in ethanol (60 mL) and ethanol is stirred at 100° C. for 16 h in a closed vessel. The product is isolated by flash chromatography as a white solid. mp 98°-101° C.; 1H NMR (80 MHz, CDCl3)δ(TMS) 8.12 (s, 1H, N=CH), 7.81 (s, 1H, N=CH), 7.73 (d, J=8.5 Hz, 1H, arom), 7.5-7.1 (m, 2H, arom), 4.78 (s, 2H, CH2 -Tr), 3.28 (AB system, Δv=0.49, J=12.3 Hz, 2H, NCH2), 2.29 (s, 3H, NMe).

Workup

  1. customobtained
  2. customThe product is isolated by flash chromatography as a white solid

Sources & evidence

ORD record
ord-19d0502f10bc4f139f0809fc24167e3f
Source dataset
uspto-grants-1994_09
Patent number
US05344839

Reaction notes

Loading…