Phosphine oxide, (chloromethyl)dimethyl- → HCID 20377999, compound

HRID 2051710Notes

Reaction equation

HRID 2051710 reaction equation
[Na].[CH:2]([N:15]1[C:19]([C:20]([OH:22])=[O:21])=[CH:18][N:17]=[CH:16]1)([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl[CH2:24][P:25](=[O:28])([CH3:27])[CH3:26]>CN(C)C=O>[CH:2]([N:15]1[C:19]([C:20]([O:22][CH2:24][P:25]([CH3:27])([CH3:26])=[O:28])=[O:21])=[CH:18][N:17]=[CH:16]1)([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 74224Phosphine oxide, (chloromethyl)dimethyl-HCID 5360545SodiumHCID 12798411HCID 12798411, compound

Product 1

HCID 20377999HCID 20377999, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3.0 g (0.01 mol) of the sodium salt of 1-benzhydryl-5-imidazole-carboxylic acid (Example 11) and 1.8 g of chloromethyl dimethyl phosphine oxide were heated with 40 cc of dimethyl formamide to 120° C. under a nitrogen atmosphere until the reaction was completed. The solvent was removed under reduced presure and insoluble sodium chloride was separated by taking up the residue in acetone. Crystallization yielded colorless crystals melting at 174° C., Yield 3.2 g (88% of the theory).

Workup

  1. customThe solvent was removed
  2. customwas separated
  3. customCrystallization

Sources & evidence

ORD record
ord-20aed1c1619a45e6ac675aed6971c428
Source dataset
uspto-grants-1980_01
Patent number
US04182624

Reaction notes

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