Boron trifluoride → 2-[(2,4-Dichlorophenyl)(phenyl)methyl]propanediamide

HRID 1658157Notes

Reaction equation

HRID 1658157 reaction equation
[Cl:1][C:2]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:3]=1[CH:4](O)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[C:17]([NH2:23])(=[O:22])[CH2:18][C:19]([NH2:21])=[O:20].B(F)(F)F>>[Cl:1][C:2]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:3]=1[CH:4]([CH:18]([C:17]([NH2:23])=[O:22])[C:19]([NH2:21])=[O:20])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 3

HCID 6356Boron trifluorideHCID 7911MalonamideHCID 279393129334-23-4

Product 1

HCID 215286352-[(2,4-Dichlorophenyl)(phenyl)methyl]propanediamide

Procedure

Another method of preparation is accomplished by the reaction of 2,4-dichlorobenzhydrol with malonamide in the presence of acid and BF3 to yield 2,4-dichlorobenzhydrylmalonamide which in turn is allowed to react with formamide in the presence of dimethyl sulfoxide and base to yield 4,6-dihydroxy-5-(2,4-dichlorobenzhydryl)pyrimidine. This dihydroxy compound is allowed to react with excess phosphorus oxychloride to yield the 4,6-dichloro-5-(2,4-dichlorobenzhydryl)pyrimidine.

Workup

  1. customAnother method of preparation

Sources & evidence

ORD record
ord-07986c18dff44d0e80694fd49910284a
Source dataset
uspto-grants-1976_06
Patent number
USRE028865

Reaction notes

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