Sodium hydride → HCID 57108520, compound

HRID 354022Notes

Reaction equation

HRID 354022 reaction equation
[OH:1][CH2:2][P:3](=[O:10])([O:7][CH2:8][CH3:9])[O:4][CH2:5][CH3:6].[H-].[Na+].[CH3:13][C:14]1[S:15][CH:16]=[C:17]([CH2:19]Cl)[N:18]=1>CN(C=O)C>[CH3:13][C:14]1[S:15][CH:16]=[C:17]([CH2:19][O:1][CH2:2][P:3]([O:7][CH2:8][CH3:9])([O:4][CH2:5][CH3:6])=[O:10])[N:18]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 76513Diethyl phosphonomethanolHCID 7363414-(Chloromethyl)-2-methyl-1,3-thiazole

Product 1

HCID 57108520HCID 57108520, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
25 °C

Procedure

A solution of diethyl hydroxymethylphosphonate (1 mmole) in DMF was treated with sodium hydride (1.2 mmole) followed by 2-methyl-4-chloromethylthiazole (1 mmole) at 0° C. and stirred at 25° C. for 12 h. Extraction and chromatography gave 2-methyl-4-(diethylphosphonomethoxymethyl)thiazole.

Workup

  1. extractionExtraction and chromatography

Sources & evidence

ORD record
ord-1775e535d1fd4b53a43d077f37af8f4b
Source dataset
uspto-grants-2004_06
Patent number
US06756360B1

Reaction notes

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