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

HRID 1462398Notes

Reaction equation

HRID 1462398 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]([NH:8][CH:9]([C:16]([C:18]2[CH:22]=[CH:21][S:20][CH:19]=2)=[O:17])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=O)=[CH:4][CH:3]=1.P(Cl)(Cl)(Cl)=O>CN(C)C=O>[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]2[O:17][C:16]([C:18]3[CH:22]=[CH:21][S:20][CH:19]=3)=[C:9]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[N:8]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 13105432Ethyl 3-(4-chlorobenzoylamino)-3-(3-thienylcarbonyl)propionate

Product 1

HCID 13105437Ethyl 2-[2-(4-chlorophenyl)-5-(3-thienyl)-4-oxazolyl]acetateYield 78.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

9.0 g of ethyl 3-(4-chlorobenzoylamino)-3-(3-thienylcarbonyl)propionate, 50 ml of dimethylformamide and 5.3 g of phosphorus oxychloride are treated in the same manner as described in Example 1. 6.7 g of ethyl 2-[2-(4-chlorophenyl)-5-(3-thienyl)-4-oxazolyl]acetate are thereby obtained.

Sources & evidence

ORD record
ord-8eb2b8cd937c4b189a86c3494175e362
Source dataset
uspto-grants-1984_07
Patent number
US04460596

Reaction notes

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