2-Aminothiazole → HCID 178439956, compound

HRID 2419820Notes

Reaction equation

HRID 2419820 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[C:7]([C:12]([F:15])([F:14])[F:13])[CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH2:16][CH2:17][CH3:18])[C:3]=1[C:19](O)=[O:20].[NH2:22][C:23]1[S:24][CH:25]=[CH:26][N:27]=1.C1(N=C=NC2CCCCC2)CCCCC1>CN(C)C=O>[S:24]1[CH:25]=[CH:26][N:27]=[C:23]1[NH:22][C:19]([C:3]1[C:4]([CH2:16][CH2:17][CH3:18])=[N:5][C:6]2[C:11]([C:2]=1[OH:1])=[CH:10][CH:9]=[CH:8][C:7]=2[C:12]([F:15])([F:14])[F:13])=[O:20]

Participants

5

Reactant 3

HCID 21552-AminothiazoleHCID 10868DicyclohexylcarbodiimideHCID 178439958HCID 178439958, compound

Product 1

HCID 178439956HCID 178439956, compoundYield 31.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using the procedure of Step F of Example 6, 6.3 g of the acid of Step E and 2.1 g of 2-amino-thiazole were reacted in the presence of dicyclohexylcarbodiimide in dimethylformamide to obtain 2.5 g of N-(2-thiazolyl)-4-hydroxy-2-n-propyl-8-trifluoromethyl-quinoline-3-carboxamide in the form of colorless crystals melting at 222° C after crystallization from acetic acid.

Sources & evidence

ORD record
ord-a46b8d7e27a445b4a51127bd5a697e92
Source dataset
uspto-grants-1978_08
Patent number
US04107310

Reaction notes

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