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

HRID 1790268Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][CH:19]=1)[C:5]([C:7]1[CH:16]=[CH:15][C:10]2[N:11]=[CH:12][S:13](=O)[C:9]=2[CH:8]=1)=[O:6].C([O-])([O-])=[O:21].[K+].[K+].Cl[CH2:27][CH2:28][O:29][C:30]1[CH:44]=[CH:43][C:33]([O:34][C:35]([CH3:42])([CH3:41])[C:36]([O:38][CH2:39][CH3:40])=[O:37])=[CH:32][CH:31]=1.[OH-].[Na+]>CN(C=O)C.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][CH:19]=1)[C:5]([C:7]1[CH:16]=[CH:15][C:10]2[N:11]([CH2:27][CH2:28][O:29][C:30]3[CH:44]=[CH:43][C:33]([O:34][C:35]([CH3:42])([CH3:41])[C:36]([O:38][CH2:39][CH3:40])=[O:37])=[CH:32][CH:31]=3)[C:12](=[O:21])[S:13][C:9]=2[CH:8]=1)=[O:6]

Participants

Conditions

Temperature: 120 °C

Procedure

To a solution, heated at 80° C. for 2 hours, of 6-(3′-chlorobenzoyl)-benzothiazolinone (1.8 g) in the presence of K2CO3 (1.72 g) in 20 ml of DMF there is added ethyl 2-[4-(2-chloroethoxy)phenoxy]-2-methylpropanoate (1.96 g). 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-82f2de4777404c1f83fd80eb7ede4828
Source dataset: uspto-grants-2006_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07071221B2

Reaction notes

Loading…