2-Acetamidothiazole → beta-oxo-2-[(1-oxo-2-butenyl)-amino]-N-(2-thiazolyl)-3-trifluoromethyl-benzene-proponamide

HRID 704752Notes

Reaction equation

HRID 704752 reaction equation
[C:1]([NH:4][C:5]1[S:6][CH:7]=[CH:8][N:9]=1)(=[O:3])[CH3:2].[CH:10]([C:13]1[O:18][C:17](=[O:19])[C:16]2[CH:20]=[CH:21][CH:22]=[C:23]([C:24]([F:27])([F:26])[F:25])[C:15]=2[N:14]=1)=[CH:11][CH3:12]>>[O:19]=[C:17]([C:16]1[CH:20]=[CH:21][CH:22]=[C:23]([C:24]([F:27])([F:26])[F:25])[C:15]=1[NH:14][C:13](=[O:18])[CH:10]=[CH:11][CH3:12])[CH2:2][C:1]([NH:4][C:5]1[S:6][CH:7]=[CH:8][N:9]=1)=[O:3]

Participants

3

Reactant 2

HCID 176252-AcetamidothiazoleHCID 572188822-(1-propenyl)-8-trifluoromethyl-4H-3,1-benzoxazin-4-one

Product 1

HCID 131715994beta-oxo-2-[(1-oxo-2-butenyl)-amino]-N-(2-thiazolyl)-3-trifluoromethyl-benzene-proponamideYield 70.6%

Procedure

Using the procedure of Step A of Example 1, 19.44 g of 2-acetylamino thiazole and 17.3g of 2-(1-propenyl)-8-trifluoromethyl-4H-3,1-benzoxazin-4-one [prepared by Step A of Example 12 of European patent No. 40,573 from crotonyl chloride and 2-amino-trifluoromethyl benzoic acid] were reacted to obtain 19.03g of β-oxo-2-[(1-oxo-2-butenyl)-amino]-N-(2-thiazolyl)-3-trifluoromethyl-benzene-proponamide melting at 206°-208° C.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-0b457d8ea70641d59f28e9a640d8ca0f
Source dataset
uspto-grants-1991_01
Patent number
US04988708

Reaction notes

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