Hydrochloric Acid → HCID 16071721, compound

HRID 1473968Notes

Reaction equation

HRID 1473968 reaction equation
Br[C:2]1[S:3][CH:4]=[CH:5][N:6]=1.[NH2:7][C:8]1[CH:9]=[C:10]([OH:14])[CH:11]=[CH:12][CH:13]=1.Cl>CCO>[S:3]1[CH:4]=[CH:5][N:6]=[C:2]1[NH:7][C:8]1[CH:9]=[C:10]([OH:14])[CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 115683-AminophenolHCID 764302-Bromothiazole

Product 1

HCID 16071721HCID 16071721, compoundYield 80%

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 (3.3 mL, 36.6 mmol), 3-aminophenol (3.1 mL, 18.3 mmol) and 37% HCl solution (3.1 mL, 36.6 mmol) in 10% aqueous EtOH solution (30 mL) was stirred at 90° C. for 24 h. The title compound was obtained after purification by flash chromatography on silica gel (hexane:EtOAc 6/4) in 80% yield (2.98 g).

Sources & evidence

ORD record
ord-718462746b0f41eba7c0ea96f6101fd5
Source dataset
uspto-grants-2015_04
Patent number
US09018209B2

Reaction notes

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