Phosphorus oxychloride → Dimethyl-4,4'-(4-methyloxazol-2,5-diyl)dibenzoate

HRID 2419166Notes

Reaction equation

HRID 2419166 reaction equation
[C:1]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([NH2:11])=[O:10])=[CH:7][CH:6]=1)([O:3][CH3:4])=[O:2].Br[CH:15]([CH3:28])[C:16]([C:18]1[CH:23]=[CH:22][C:21]([C:24]([O:26][CH3:27])=[O:25])=[CH:20][CH:19]=1)=O.P(Cl)(Cl)(Cl)=O>C1(C)C=CC=CC=1>[CH3:4][O:3][C:1](=[O:2])[C:5]1[CH:13]=[CH:12][C:8]([C:9]2[O:10][C:16]([C:18]3[CH:23]=[CH:22][C:21]([C:24]([O:26][CH3:27])=[O:25])=[CH:20][CH:19]=3)=[C:15]([CH3:28])[N:11]=2)=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 24813Phosphorus oxychlorideHCID 596094Methyl 4-carbamoylbenzoateHCID 20395191Methyl 4-(2-bromopropanoyl)benzoate

Product 1

HCID 85858988Dimethyl-4,4'-(4-methyloxazol-2,5-diyl)dibenzoate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

α-(p-Carbomethylbenzamido)-p-carbomethoxypropiophenone, obtained by reacting p-carbomethoxybenzamide with α-bromo-p-carbomethoxypropiophenone, was refluxed with phosphorus oxychloride in toluene to yield dimethyl-4,4'-(4-methyloxazol-2,5-diyl)dibenzoate, G. The VIII was obtained in a similar manner as in Example 1.

Sources & evidence

ORD record
ord-700e83b2909543ee8b764485593672e8
Source dataset
uspto-grants-1978_08
Patent number
US04105631

Reaction notes

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