Hydrochloric Acid → HCID 86645028, compound

HRID 1473967Notes

Reaction equation

HRID 1473967 reaction equation
Br[C:2]1[S:3][CH:4]=[CH:5][N:6]=1.[CH2:7]([O:9][C:10]1[CH:11]=[C:12]([CH:14]=[CH:15][CH:16]=1)[NH2:13])[CH3:8].Cl>CCO>[CH2:7]([O:9][C:10]1[CH:11]=[C:12]([NH:13][C:2]2[S:3][CH:4]=[CH:5][N:6]=2)[CH:14]=[CH:15][CH:16]=1)[CH3:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 121203-EthoxyanilineHCID 764302-Bromothiazole

Product 1

HCID 86645028HCID 86645028, compoundYield 53%

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 (0.15 mL, 1.66 mmol), 3-ethoxyaniline (0.11 mL, 0.83 mmol) and 37% HCl solution (0.14 mL, 1.66 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 8/2) in 53% yield (97 mg).

Sources & evidence

ORD record
ord-b6fc13709f8f4c5ea08dcc71e0566830
Source dataset
uspto-grants-2015_04
Patent number
US09018209B2

Reaction notes

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