Hydrochloric Acid → HCID 178522550, compound

HRID 2419833Notes

Reaction equation

HRID 2419833 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][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:3]=1[C:23](O)=[O:24].[NH2:26][C:27]1[S:28][CH:29]=[CH:30][N:31]=1.C1(N=C=NC2CCCCC2)CCCCC1.Cl>CN(C)C=O.[OH-].[Na+]>[S:28]1[CH:29]=[CH:30][N:31]=[C:27]1[NH:26][C:23]([C:3]1[C:4]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[N:5][C:6]2[C:11]([C:2]=1[OH:1])=[CH:10][CH:9]=[CH:8][C:7]=2[C:12]([F:13])([F:15])[F:14])=[O:24]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 21552-AminothiazoleHCID 10868DicyclohexylcarbodiimideHCID 178524115HCID 178524115, compound

Product 1

HCID 178522550HCID 178522550, compoundYield 26.1%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 14798Sodium HydroxideSolvent

Procedure

Using the procedure of Step F of Example 6, 8.6 g of the product of Step E and 2.47 g of 2-amino-thiazole were reacted in the presence of 5.59 g of dicyclohexylcarbodiimide in 125 ml of dimethylformamide to obtain a raw product which was dissolved in aqueous N sodium hydroxide. Addition of hydrochloric acid yielded 2.76 g of N-(2-thiazolyl)-4-hydroxy-2-phenylmethyl-8-trifluoromethyl-quinoline-3-carboxamide in the form of slightly ocre colored crystals melting at 256° C.

Workup

  1. customto obtain a raw product which

Sources & evidence

ORD record
ord-b3cfaa9a0d4743e38a4e4fa11c4145c2
Source dataset
uspto-grants-1978_08
Patent number
US04107310

Reaction notes

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