Triethylamine → HCID 18325666, compound

HRID 1250985Notes

Reaction equation

HRID 1250985 reaction equation
[Cl:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[Cl:7].[CH2:8]([N:10]([CH2:13]C)CC)C.Cl[PH:16][O:17][CH2:18]N(C)C>C1COCC1.C(Cl)Cl>[Cl:1][C:2]1[N:3]=[C:4]([P:16]([N:10]([CH3:13])[CH3:8])[O:17][CH3:18])[NH:5][C:6]=1[Cl:7]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 1400184,5-DichloroimidazoleHCID 18325668(Dimethylamino)methyl phosphonochloridoite

Product 1

HCID 18325666HCID 18325666, compoundYield 79%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of 4,5-dichloroimidazole (3.44 g, 25.1 mmol) and triethylamine (14.0 mL, 10.16 g, 100.4 mmol) in THF (30 mL) was added dropwise Chloro(N,N-dimethylamino)methoxyphosphine (3.55 g, 25.1 mmol) in CH2Cl2 (10 mL) at room temperature. The mixture was stirred for 2 h at room temperature. The reaction mixture was filtered to remove the resulting salt, and the solvent was removed under reduced pressure to give the crude product as a yellow oil (2.81 g, 79%). 31P NMR (CDCl3) δ 129.3.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customto remove the resulting salt
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-f88ba50efb2b4652b4e24dd0489e6ca6
Source dataset
uspto-grants-2002_01
Patent number
US06340749B1

Reaction notes

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