1,3,5-Tributyl-4-methylamino-1,2,4-triazolium chloride → 1,3,5-Tributyl-4-methylamino-1,2,4-triazolium (1,1-dimethoxyethyl)methylphosphinate

HRID 1759175Notes

Reaction equation

HRID 1759175 reaction equation
[CH3:1][O:2][C:3]([P:7]([CH3:10])(=[O:9])[O-:8])([O:5][CH3:6])[CH3:4].[Na+].[Cl-].[CH2:13]([N+:17]1[N:18]=[C:19]([CH2:28][CH2:29][CH2:30][CH3:31])[N:20]([NH:26][CH3:27])[C:21]=1[CH2:22][CH2:23][CH2:24][CH3:25])[CH2:14][CH2:15][CH3:16]>>[CH3:1][O:2][C:3]([P:7]([CH3:10])(=[O:8])[O-:9])([O:5][CH3:6])[CH3:4].[CH2:13]([N+:17]1[N:18]=[C:19]([CH2:28][CH2:29][CH2:30][CH3:31])[N:20]([NH:26][CH3:27])[C:21]=1[CH2:22][CH2:23][CH2:24][CH3:25])[CH2:14][CH2:15][CH3:16]

Participants

3

Reactant 2

HCID 705234511,3,5-Tributyl-4-methylamino-1,2,4-triazolium chlorideHCID 86738481HCID 86738481, compound

Product 1

HCID 867384911,3,5-Tributyl-4-methylamino-1,2,4-triazolium (1,1-dimethoxyethyl)methylphosphinateYield 73.4%

Procedure

By the procedure of Example 50 the product of Example 18 (3.8 g) and 1,3,5-tributyl-4-methylamino-1,2,4-triazolium chloride (5.7 g) were mixed and the resulting sodium chloride filtered off. The filtrate was evaporated in vacuo and the residual oil treated with acetone. Unreacted phosphinate (0.3 g) was filtered off and the filtrate evaporated in vacuo, finally at the oil pump, to give the required salt as an amber oil (6.0 g). The nmr spectrum was in agreement with the structure.

Workup

  1. filtrationthe resulting sodium chloride filtered off
  2. customThe filtrate was evaporated in vacuo
  3. additionthe residual oil treated with acetone
  4. filtrationUnreacted phosphinate (0.3 g) was filtered off
  5. customthe filtrate evaporated in vacuo, finally at the oil pump

Sources & evidence

ORD record
ord-248e39af3a1e480d938935efaea6cf96
Source dataset
uspto-grants-1982_07
Patent number
US04339443

Reaction notes

Loading…