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

HRID 1462399Notes

Reaction equation

HRID 1462399 reaction equation
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]([NH:8][CH:9]([C:15]([C:17]2[CH:21]=[CH:20][S:19][CH:18]=2)=[O:16])[CH2:10][C:11]([O:13][CH3:14])=[O:12])=O)=[CH:4][CH:3]=1.P(Cl)(Cl)(Cl)=O>CN(C)C=O>[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]2[O:16][C:15]([C:17]3[CH:21]=[CH:20][S:19][CH:18]=3)=[C:9]([CH2:10][C:11]([O:13][CH3:14])=[O:12])[N:8]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 13345231Methyl 3-(4-chlorobenzoylamino)-3-(3-thienylcarbonyl)propionate

Product 1

HCID 13105438Methyl 2-[2-(4-chlorophenyl)-5-(3-thienyl)-4-oxazolyl]acetateYield 89.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

13 g of methyl 3-(4-chlorobenzoylamino)-3-(3-thienylcarbonyl)propionate, 50 ml of dimethylformamide and 9.6 g of phosphorus oxychloride are treated in the same manner as described in Example 1. 11 g of methyl 2-[2-(4-chlorophenyl)-5-(3-thienyl)-4-oxazolyl]acetate are thereby obtained.

Sources & evidence

ORD record
ord-ebfb594b38ac4116a5b32d17b32a23c6
Source dataset
uspto-grants-1984_07
Patent number
US04460596

Reaction notes

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