Glycol monoethyl ether → HCID 101835019, compound
Reaction equation
[Na].[H-].[Na+:3].Cl[C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:6]=1[S:14]([O-:17])(=[O:16])=[O:15].[Na+].[CH3:19][CH2:20][O:21][CH2:22][CH2:23][OH:24]>>[CH2:20]([O:21][CH2:22][CH2:23][O:24][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:6]=1[S:14]([O-:17])(=[O:16])=[O:15])[CH3:19].[Na+:3]Participants
Procedure
To a solution of sodium 2-ethoxyethylate prepared by adding 7.3 g of sodium hydride (corresponding to 14.6 g in a form of a 50% suspension in liquid paraffin) to 300 ml of ethyl cellosolve, was added 55 g of sodium 2-chloro-5-nitrobenzenesulfonate. The resulting mixture was heated at 80° to 85° C. for 30 minutes with stirring. After the completion of the reaction, the insoluble substances were removed by filtration, and from the filtrate 150 ml of ethyl cellosolve was distilled under reduced pressure. To the condensed solution was added 300 ml of isopropyl alcohol, and the mixture was cooled with ice. The crystals thus precipitated were recovered by filtration, washed with 100 ml of isopropyl alcohol and air-dried. Yield 33 g m.p. 248°-249° C.
Workup
- temperatureThe resulting mixture was heated at 80° to 85° C. for 30 minutes
- customAfter the completion of the reaction
- customthe insoluble substances were removed by filtration
- distillationfrom the filtrate 150 ml of ethyl cellosolve was distilled under reduced pressure
- additionTo the condensed solution was added 300 ml of isopropyl alcohol
- temperaturethe mixture was cooled with ice
- customThe crystals thus precipitated
- filtrationwere recovered by filtration
- washwashed with 100 ml of isopropyl alcohol
- customair-dried
Sources & evidence
- ORD record
- ord-ad6686208fdb470e88c5fd0c3497cffb
- Source dataset
- uspto-grants-1982_07
- Patent number
- US04340661
Reaction notes
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