Pyridine → HCID 19024942, compound

HRID 1033824Notes

Reaction equation

HRID 1033824 reaction equation
[CH3:1][O:2][CH2:3][C:4](Cl)=[O:5].[CH3:7][P:8]([CH3:25])([CH2:10][CH2:11][NH:12][CH2:13][C:14]([S:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)([CH3:16])[CH3:15])=[S:9].N1C=CC=CC=1>C1(C)C=CC=CC=1>[CH2:18]([S:17][C:14]([CH3:16])([CH3:15])[CH2:13][N:12]([CH2:11][CH2:10][P:8]([CH3:25])([CH3:7])=[S:9])[C:4](=[O:5])[CH2:3][O:2][CH3:1])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 96623Methoxyacetyl chlorideHCID 19024931HCID 19024931, compound

Product 1

HCID 19024942HCID 19024942, compoundYield 65.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

Methoxyacetyl chloride (1.03 g) in dry toluene (10 cm3) was added dropwise to a stirred solution of N-(2-dimethylphosphinothioylethyl)-2-benzylthio-2-methylpropylamine (3 g) and pyridine (1.2 cm3) in dry toluene (70 cm3) at 0° C. After stirring for 1 h the mixture was filtered and the volatile components removed under reduced pressure (40° C. at 0.05 mmHg) to give the amide (2.4 g, 65%) as a yellow oil which solidified on standing. An analytically pure sample of the amide (m.p. 91°-92° C.) was obtained by recrystallisation from ethyl acetate.

Workup

  1. filtrationwas filtered
  2. customthe volatile components removed under reduced pressure (40° C. at 0.05 mmHg)

Sources & evidence

ORD record
ord-0223a82ce67a4df3ab9fcef46a9e4fc2
Source dataset
uspto-grants-1994_05
Patent number
US05312904

Reaction notes

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