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Methylurea → Tetrakis(3-methylureidomethyl)phosphonium chloride

HRID 903536
Notes
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Reaction equation

HRID 903536 reaction equation
[CH2:1]([P+:3]([CH2:8]O)([CH2:6]O)[CH2:4]O)O.[Cl-:10].[CH3:11][NH:12][C:13]([NH2:15])=[O:14]>C1(C)C=CC=CC=1>[Cl-:10].[CH3:11][NH:12][C:13](=[O:14])[NH:15][CH2:8][P+:3]([CH2:1][NH:15][C:13]([NH:12][CH3:11])=[O:14])([CH2:4][NH:15][C:13]([NH:12][CH3:11])=[O:14])[CH2:6][NH:15][C:13]([NH:12][CH3:11])=[O:14]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 11719MethylureaHCID 31298Tetrakis(hydroxymethyl)phosphonium chloride

Product 1

HCID 23463252Tetrakis(3-methylureidomethyl)phosphonium chlorideYield 100.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Reaction of THPC (9.53 g, 0.05 mol) with N-methylurea (14.82 g, 0.2 mol) in toluene (75 ml), following Example 1, gave 20.78 g (100%) of tetrakis(3-methylureidomethyl)phosphonium chloride (I, R=R'=H, R"=CH3, X=Cl) as a brittle amber glass.

Sources & evidence

ORD record
ord-b5e53a0a9c38457a9318ce7476c9382f
Source dataset
uspto-grants-1980_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04228100

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes