Phosphorus oxychloride → Ethyl 2-[2-phenyl-5-(3-thienyl)-4-oxazolyl]acetate

HRID 1462397Notes

Reaction equation

HRID 1462397 reaction equation
[C:1]([NH:9][CH:10]([C:17]([C:19]1[CH:23]=[CH:22][S:21][CH:20]=1)=[O:18])[CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(Cl)(Cl)(Cl)=O>CN(C)C=O>[C:2]1([C:1]2[O:18][C:17]([C:19]3[CH:23]=[CH:22][S:21][CH:20]=3)=[C:10]([CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])[N:9]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 13105431Ethyl 3-benzoylamino-3-(3-thienylcarbonyl)propionate

Product 1

HCID 13105436Ethyl 2-[2-phenyl-5-(3-thienyl)-4-oxazolyl]acetateYield 79%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5.8 g of ethyl 3-benzoylamino-3-(3-thienylcarbonyl)propionate, 30 ml of dimethylformamide and 3.8 g of phosphorus oxychloride are treated in the same manner as described in Example 1. 4.3 g of ethyl 2-[2-phenyl-5-(3-thienyl)-4-oxazolyl]acetate are thereby obtained.

Sources & evidence

ORD record
ord-d8c018588a1540079ca5d11da6c5b8b8
Source dataset
uspto-grants-1984_07
Patent number
US04460596

Reaction notes

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