N,N'-Dimethylurea → HCID 131711914, compound

HRID 2286383Notes

Reaction equation

HRID 2286383 reaction equation
[CH2:1]([P+:3]([CH2:8]O)([CH2:6]O)[CH2:4]O)O.[Cl-:10].[CH3:11][NH:12][C:13]([NH:15][CH3:16])=[O:14]>C1(C)C=CC=CC=1>[Cl-:10].[CH3:11][N:12]([CH2:8][P+:3]1([CH2:1][N:12]([CH3:11])[C:13]([NH:15][CH3:16])=[O:14])[CH2:4][N:15]([CH3:16])[C:13](=[O:14])[N:12]([CH3:11])[CH2:6]1)[C:13]([NH:15][CH3:16])=[O:14]

Participants

4

Reactant 2

HCID 7293N,N'-DimethylureaHCID 31298Tetrakis(hydroxymethyl)phosphonium chloride

Product 1

HCID 131711914HCID 131711914, compoundYield 67.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Reaction of THPC (19.06 g, 0.1 mol) with 1,3-dimethylurea (26.44 g, 0.3 mol) in toluene (75 ml), following Example 19, gave 25.85 g (67.5%) of 5,5-bis(1,3-dimethylureidomethyl)-1,3-dimethyl-2-oxo-1,3-diaza-5-phosphoniacyclohexane chloride (IV, R=R'=CH3, X=Cl) as a white, crystalline solid, mp 191°-192.5° C. dec. The remainder (11.89 g) was a viscous yellow oil. Two recrystallizations from 2-propanol (5 ml/g), followed by thorough drying in a vacuum at 100° C., gave pure product, mp 196°-197° C. dec.

Sources & evidence

ORD record
ord-cd1fb13fe0b6438f9eaa8429f101cdf1
Source dataset
uspto-grants-1981_05
Patent number
US04265945

Reaction notes

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