Triethylamine → HCID 178502917, compound

HRID 1250981Notes

Reaction equation

HRID 1250981 reaction equation
[N+:1]([C:4]1[N:8]=[CH:7][NH:6][N:5]=1)([O-:3])=[O:2].C(N(CC)CC)C.Cl[P:17]([O:23][CH3:24])[N:18]1[CH2:22][CH2:21][CH2:20][CH2:19]1>C1COCC1.C(Cl)Cl>[CH3:24][O:23][P:17]([C:7]1[NH:6][N:5]=[C:4]([N+:1]([O-:3])=[O:2])[N:8]=1)[N:18]1[CH2:22][CH2:21][CH2:20][CH2:19]1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 23414106Chloro(methoxy)pyrrolidinophosphineHCID 178526901HCID 178526901, compound

Product 1

HCID 178502917HCID 178502917, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of 3-nitro-1,2,4-triazole (2.70 g, 23.71 mmol) and triethylamine (11.0 mL, 8.0 g, 79.0 mmol) in THF (40 mL) and CH2Cl2 (20 mL) was added dropwise chloro(methoxy)pyrrolidinophosphine (3.31 g, 19.76 mmol) at room temperature. The mixture was stirred overnight 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 pale yellow oil (3.97 g, 82%). 31P NMR (CDCl3) δ 132.9.

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-45078a70ae84472ab97f65bc72168fe6
Source dataset
uspto-grants-2002_01
Patent number
US06340749B1

Reaction notes

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