Potassium Carbonate → Ethyl 2-{4-[2-(6-benzoyl-2-oxo-1,3-benzothiazol-3(2H)-yl)ethoxy]phenoxy}-2-methylpropanoate

HRID 1790263Notes

Reaction equation

[C:1]([C:9]1[CH:18]=[CH:17][C:12]2[N:13]=[CH:14][S:15](=O)[C:11]=2[CH:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])([O-])=[O:20].[K+].[K+].Cl[CH2:26][CH2:27][O:28][C:29]1[CH:43]=[CH:42][C:32]([O:33][C:34]([CH3:41])([CH3:40])[C:35]([O:37][CH2:38][CH3:39])=[O:36])=[CH:31][CH:30]=1.[OH-].[Na+]>CN(C=O)C.O>[C:1]([C:9]1[CH:18]=[CH:17][C:12]2[N:13]([CH2:26][CH2:27][O:28][C:29]3[CH:43]=[CH:42][C:32]([O:33][C:34]([CH3:41])([CH3:40])[C:35]([O:37][CH2:38][CH3:39])=[O:36])=[CH:31][CH:30]=3)[C:14](=[O:20])[S:15][C:11]=2[CH:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 120 °C

Procedure

To a solution, heated at 80° C. for 2 hours, of 6-benzoyl-benzothiazolinone (6.7 mmol) in the presence of K2CO3 in 20 ml of DMF there is added ethyl 2-[4-(2-chloroethoxy)phenoxy]-2-methylpropanoate. The reaction mixture is heated at 120° C. for 5 days, cooled, hydrolysed using 100 ml of water and rendered alkaline using 1N NaOH. The precipitate obtained is filtered off and then recrystallised from cyclohexane to yield the title compound in the form of a white powder.

Workup

temperaturecooled
customThe precipitate obtained
filtrationis filtered off
customrecrystallised from cyclohexane

Sources & evidence

ORD record: ord-eee1c52aaa5b4766814cbe2cf60d8cf5
Source dataset: uspto-grants-2006_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07071221B2

Reaction notes

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