Hydrochloric Acid → HCID 86096009, compound

HRID 1473972

Reaction equation

HRID 1473972 reaction equation
Br[C:2]1[S:3][CH:4]=[CH:5][N:6]=1.[NH2:7][C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[C:10]([OH:16])[CH:9]=1.Cl>CCO>[OH:16][C:10]1[CH:9]=[C:8]([NH:7][C:2]2[S:3][CH:4]=[CH:5][N:6]=2)[CH:15]=[CH:14][C:11]=1[C:12]#[N:13]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 764302-BromothiazoleHCID 124686824-Amino-2-hydroxybenzonitrile

Product 1

HCID 86096009HCID 86096009, compoundYield 26%

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 (0.94 mL, 10.4 mmol), 4-amino-2-hydroxybenzonitrile (696 mg, 5.2 mmol) and 37% HCl solution (0.88 mL, 10.4 mmol) in 10% aqueous EtOH solution (20 mL) was stirred at 90° C. for 24 h. The title compound was obtained after purification by flash chromatography on silica gel (hexane:EtOAc 1/1) in 26% yield (293 mg).

Sources & evidence

ORD record
ord-4ca5e91211b64ea198f44c5d7bbfaee2
Source dataset
uspto-grants-2015_04
Patent number
US09018209B2

Linked notes

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