Hydrochloric Acid → HCID 86645027, compound

HRID 1473966Notes

Reaction equation

HRID 1473966 reaction equation
Br[C:2]1[S:3][CH:4]=[CH:5][N:6]=1.[O:7]([C:14]1[CH:15]=[C:16]([CH:18]=[CH:19][CH:20]=1)[NH2:17])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.Cl>CCO>[O:7]([C:14]1[CH:15]=[C:16]([NH:17][C:2]2[S:3][CH:4]=[CH:5][N:6]=2)[CH:18]=[CH:19][CH:20]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 764302-BromothiazoleHCID 771353-Phenoxyaniline

Product 1

HCID 86645027HCID 86645027, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

Following the general procedure for the synthesis of 2-R-5-(thiazol-2-ylamino)phenol, 2-bromothiazole (0.09 mL, 1.02 mmol), 3-phenoxyaniline (94 mg, 0.51 mmol) and 37% HCl solution (0.09 mL, 1.02 mmol) in 10% aqueous EtOH solution (1 mL) was stirred at 90° C. for 24 h. The title compound was obtained after purification by flash chromatography on silica gel (hexane:EtOAc 9/1) in 75% yield (102 mg).

Sources & evidence

ORD record
ord-65c287b9f9514c4d97c229127a366f24
Source dataset
uspto-grants-2015_04
Patent number
US09018209B2

Reaction notes

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