Triethylamine → HCID 178511208, compound

HRID 1250983Notes

Reaction equation

HRID 1250983 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:24][CH2:25][CH2:26][C:27]#[N:28])[N:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1>C(Cl)Cl>[C:27]([CH2:26][CH2:25][O:24][P:17]([C:7]1[NH:6][N:5]=[C:4]([N+:1]([O-:3])=[O:2])[N:8]=1)[N:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1)#[N:28]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 14886845Phosphonochloridous acid, P-4-morpholinyl-, 2-cyanoethyl esterHCID 178526901HCID 178526901, compound

Product 1

HCID 178511208HCID 178511208, compoundYield 88.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 3-nitro-1,2,4-triazole (2.57 g, 22.57 mmol) and triethylamine (12.58 mL, 9.14 g, 90.28 mmol) in CH2Cl2 (40 mL) was added dropwise Chloro(2-Cyanoethoxy)morpholinophosphine (5.82 g, 22.57 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 yellow oil (5.98 g, 79%). 31P NMR (CDCl3) δ 126.9.

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-e152674785c54292af911fa6dee9be10
Source dataset
uspto-grants-2002_01
Patent number
US06340749B1

Reaction notes

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