No renderable structure data available
CCOC1=CC=CC=C1OCCBrChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1-(2-bromoethoxy)-2-ethoxybenzene |
|---|---|
| IUPAC Name | — |
| CAS Number | 3259-03-8 |
| Database ID | 7010183 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1-(2-bromoethoxy)-2-ethoxybenzene (CAS 3259-03-8) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 7010183
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-cc09ff2777d546f6a0999ea6acc6768eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In 120 ml of ethanol were dissolved 2.4 g of (R) (-)5[(2-amino-2-methyl)ethyl]-2-methoxybenzenesulfonamide and 1.2 g of 2-(o-ethoxyphenoxy)ethyl bromide, and the mixture was refluxed for 16 hours under heating. The solvent was distilled away, and after alkalifing the residue by the addition of 10% sodium hydroxide, and the oily material precipitated was extracted with ethyl acetate. The extract solution was washed with a saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate. The solvent was distilled away, and the residue was subjected to silica-gel column chromatography. The product was eluted with CHCl3 -methanol (9:5) to provide 1.5 g of the crude crystals of (R) (-)-5-[2-[[2-(o-ethoxyphenoxy)ethyl]amino]-2-methylethyl]-2-methoxybenzenesulfonamide, which was treated with HCl-ethanol to give a hydrochloric acid salt of (R) (-)-5-[2-[[2-(o-ethoxyphenoxy)ethyl]amino]-2-methylethyl]-2-methoxybenzenesulfonamide. the mixture was refluxed for 16 hours under heating The solvent was distilled away by the addition of 10% sodium hydroxide the oily material precipitated was extracted with ethyl acetate The extract solution was washed with a saturated aqueous sodium chloride dried over anhydrous magnesium sulfate The solvent was distilled away The product was eluted with CHCl3 -methanol (9:5) to provide 1.5 g of the crude crystals of (R) (-)-5-[2-[[2-(o-ethoxyphenoxy)ethyl]amino]-2-methylethyl]-2-methoxybenzenesulfonamide, which
Source ID: ord-24626da66d414e5690a165dbcbc61d79Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In 120 ml of ethanol were dissolved 2.4 g of (R) (-)5[(2-amino-2-methyl)ethyl]-2-methoxybenzenesulfonamide and 1.2 g of 2-(o-ethoxyphenoxy)ethyl bromide, and the mixture was refluxed for 16 hours under heating. The solvent was distilled away, and after alkalifing the residue by the addition of 10% sodium hydroxide, and the oily material precipitated was extracted with ethyl acetate. The extract solution was washed with a saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate. The solvent was distilled away, and the residue was subjected to silica-gel column chromatography. The product was eluted with CHCl3 -methanol (9:5) to provide 1.5 g of the crude crystals of (R) (-)-5-[2-[[2-(o-ethoxyphenoxy)ethyl]amino]-2-methylethyl]-2-methoxybenzenesulfonamide, which was treated with HCl-ethanol to give a hydrochloric acid salt of (R) (-)-5-[2-[[2-(o-ethoxyphenoxy)ethyl]amino]-2-methylethyl]-2-methoxybenzenesulfonamide. the mixture was refluxed for 16 hours under heating The solvent was distilled away by the addition of 10% sodium hydroxide the oily material precipitated was extracted with ethyl acetate The extract solution was washed with a saturated aqueous sodium chloride dried over anhydrous magnesium sulfate The solvent was distilled away The product was eluted with CHCl3 -methanol (9:5) to provide 1.5 g of the crude crystals of (R) (-)-5-[2-[[2-(o-ethoxyphenoxy)ethyl]amino]-2-methylethyl]-2-methoxybenzenesulfonamide, which
Source ID: ord-24626da66d414e5690a165dbcbc61d79Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5-(−2-aminopropyl]-2-methoxybenzenesulfonamide (200 g) was dissolved in dimethylformamide (950 ml) and 1-(2-Bromoethoxy)-2-ethoxybenzene (100.3 g) was added. The reaction mixture was heated to 80–85° C. for 4 hours. Dimethylformamide was then distilled off under vacuum. Water (1000 ml) was added to solid residue and the mixture was heated to 80–90° C. under stirring for 2 hours. The mixture was cooled to room temperature. Formed crystals were filtered off and were suspended in water (900 ml). Suspension was heated to 80–90° C. under stirring for 2 hours. Crystals were filtered, washed with water (200 ml) and dried to give tamsulosin base (150 g, 89.8%). The reaction mixture was heated to 80–85° C. for 4 hours Dimethylformamide was then distilled off under vacuum Water (1000 ml) was added to solid residue the mixture was heated to 80–90° C. Formed crystals were filtered off Suspension was heated to 80–90° C. under stirring for 2 hours Crystals were filtered washed with water (200 ml) dried
Source ID: ord-ae2a2355a73d4a43a76916fc8e19fdc4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5-(−2-aminopropyl]-2-methoxybenzenesulfonamide (200 g) was dissolved in dimethylformamide (950 ml) and 1-(2-Bromoethoxy)-2-ethoxybenzene (100.3 g) was added. The reaction mixture was heated to 80–85° C. for 4 hours. Dimethylformamide was then distilled off under vacuum. Water (1000 ml) was added to solid residue and the mixture was heated to 80–90° C. under stirring for 2 hours. The mixture was cooled to room temperature. Formed crystals were filtered off and were suspended in water (900 ml). Suspension was heated to 80–90° C. under stirring for 2 hours. Crystals were filtered, washed with water (200 ml) and dried to give tamsulosin base (150 g, 89.8%). The reaction mixture was heated to 80–85° C. for 4 hours Dimethylformamide was then distilled off under vacuum Water (1000 ml) was added to solid residue the mixture was heated to 80–90° C. Formed crystals were filtered off Suspension was heated to 80–90° C. under stirring for 2 hours Crystals were filtered washed with water (200 ml) dried
Source ID: ord-ae2a2355a73d4a43a76916fc8e19fdc4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In 120 ml of ethanol were dissolved 2.4 g of (R) (-)5[(2-amino-2-methyl)ethyl]-2-methoxybenzenesulfonamide and 1.2 g of 2-(o-ethoxyphenoxy)ethyl bromide, and the mixture was refluxed for 16 hours under heating. The solvent was distilled away, and after alkalifing the residue by the addition of 10% sodium hydroxide, and the oily material precipitated was extracted with ethyl acetate. The extract solution was washed with a saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate. The solvent was distilled away, and the residue was subjected to silica-gel column chromatography. The product was eluted with CHCl3 -methanol (9:5) to provide 1.5 g of the crude crystals of (R) (-)-5-[2-[[2-(o-ethoxyphenoxy)ethyl]amino]-2-methylethyl]-2-methoxybenzenesulfonamide, which was treated with HCl-ethanol to give a hydrochloric acid salt of (R) (-)-5-[2-[[2-(o-ethoxyphenoxy)ethyl]amino]-2-methylethyl]-2-methoxybenzenesulfonamide. the mixture was refluxed for 16 hours under heating The solvent was distilled away by the addition of 10% sodium hydroxide the oily material precipitated was extracted with ethyl acetate The extract solution was washed with a saturated aqueous sodium chloride dried over anhydrous magnesium sulfate The solvent was distilled away The product was eluted with CHCl3 -methanol (9:5) to provide 1.5 g of the crude crystals of (R) (-)-5-[2-[[2-(o-ethoxyphenoxy)ethyl]amino]-2-methylethyl]-2-methoxybenzenesulfonamide, which
Source ID: ord-24626da66d414e5690a165dbcbc61d79Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In 120 ml of ethanol were dissolved 2.4 g of (R) (-)5[(2-amino-2-methyl)ethyl]-2-methoxybenzenesulfonamide and 1.2 g of 2-(o-ethoxyphenoxy)ethyl bromide, and the mixture was refluxed for 16 hours under heating. The solvent was distilled away, and after alkalifing the residue by the addition of 10% sodium hydroxide, and the oily material precipitated was extracted with ethyl acetate. The extract solution was washed with a saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate. The solvent was distilled away, and the residue was subjected to silica-gel column chromatography. The product was eluted with CHCl3 -methanol (9:5) to provide 1.5 g of the crude crystals of (R) (-)-5-[2-[[2-(o-ethoxyphenoxy)ethyl]amino]-2-methylethyl]-2-methoxybenzenesulfonamide, which was treated with HCl-ethanol to give a hydrochloric acid salt of (R) (-)-5-[2-[[2-(o-ethoxyphenoxy)ethyl]amino]-2-methylethyl]-2-methoxybenzenesulfonamide. the mixture was refluxed for 16 hours under heating The solvent was distilled away by the addition of 10% sodium hydroxide the oily material precipitated was extracted with ethyl acetate The extract solution was washed with a saturated aqueous sodium chloride dried over anhydrous magnesium sulfate The solvent was distilled away The product was eluted with CHCl3 -methanol (9:5) to provide 1.5 g of the crude crystals of (R) (-)-5-[2-[[2-(o-ethoxyphenoxy)ethyl]amino]-2-methylethyl]-2-methoxybenzenesulfonamide, which
Source ID: ord-24626da66d414e5690a165dbcbc61d79Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-cc09ff2777d546f6a0999ea6acc6768eConditions: temp:82.51; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5-(-2-aminopropyl]-2-methoxybenzenesulfonamide (200 g) was dissolved in dimethylformamide (950 ml) and 1-(2-Bromoethoxy)-2-ethoxybenzene (100.3 g) was added. The reaction mixture was heated to 80-85° C. for 4 hours. Dimethylformamide was then distilled off under vacuum. Water (1000 ml) was added to solid residue and the mixture was heated to 80-90° C. under stirring for 2 hours. The mixture was cooled to room temperature. Formed crystals were filtered off and were suspended in water (900 ml). Suspension was heated to 80-90° C. under stirring for 2 hours. Crystals were filtered, washed with water (200 ml) and dried to give tamsulosin base (150 g, 89.8%). Dimethylformamide was then distilled off under vacuum Water (1000 ml) was added to solid residue the mixture was heated to 80-90° C. The mixture was cooled to room temperature Formed crystals were filtered off Suspension was heated to 80-90° C. under stirring for 2 hours Crystals were filtered washed with water (200 ml) dried
Source ID: ord-bf6f2e98215b4b97ab98e26369938b7cConditions: temp:82.51; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5-(-2-aminopropyl]-2-methoxybenzenesulfonamide (200 g) was dissolved in dimethylformamide (950 ml) and 1-(2-Bromoethoxy)-2-ethoxybenzene (100.3 g) was added. The reaction mixture was heated to 80-85° C. for 4 hours. Dimethylformamide was then distilled off under vacuum. Water (1000 ml) was added to solid residue and the mixture was heated to 80-90° C. under stirring for 2 hours. The mixture was cooled to room temperature. Formed crystals were filtered off and were suspended in water (900 ml). Suspension was heated to 80-90° C. under stirring for 2 hours. Crystals were filtered, washed with water (200 ml) and dried to give tamsulosin base (150 g, 89.8%). Dimethylformamide was then distilled off under vacuum Water (1000 ml) was added to solid residue the mixture was heated to 80-90° C. The mixture was cooled to room temperature Formed crystals were filtered off Suspension was heated to 80-90° C. under stirring for 2 hours Crystals were filtered washed with water (200 ml) dried
Source ID: ord-bf6f2e98215b4b97ab98e26369938b7cConditions: temp:82.51; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5-(-2-aminopropyl]-2-methoxybenzenesulfonamide (200 g) was dissolved in dimethylformamide (950 ml) and 1-(2-Bromoethoxy)-2-ethoxybenzene (100.3 g) was added. The reaction mixture was heated to 80-85° C. for 4 hours. Dimethylformamide was then distilled off under vacuum. Water (1000 ml) was added to solid residue and the mixture was heated to 80-90° C. under stirring for 2 hours. The mixture was cooled to room temperature. Formed crystals were filtered off and were suspended in water (900 ml). Suspension was heated to 80-90° C. under stirring for 2 hours. Crystals were filtered, washed with water (200 ml) and dried to give tamsulosin base (150 g, 89.8%). Dimethylformamide was then distilled off under vacuum Water (1000 ml) was added to solid residue the mixture was heated to 80-90° C. The mixture was cooled to room temperature Formed crystals were filtered off Suspension was heated to 80-90° C. under stirring for 2 hours Crystals were filtered washed with water (200 ml) dried
Source ID: ord-bf6f2e98215b4b97ab98e26369938b7cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5-(−2-aminopropyl]-2-methoxybenzenesulfonamide (200 g) was dissolved in dimethylformamide (950 ml) and 1-(2-Bromoethoxy)-2-ethoxybenzene (100.3 g) was added. The reaction mixture was heated to 80–85° C. for 4 hours. Dimethylformamide was then distilled off under vacuum. Water (1000 ml) was added to solid residue and the mixture was heated to 80–90° C. under stirring for 2 hours. The mixture was cooled to room temperature. Formed crystals were filtered off and were suspended in water (900 ml). Suspension was heated to 80–90° C. under stirring for 2 hours. Crystals were filtered, washed with water (200 ml) and dried to give tamsulosin base (150 g, 89.8%). The reaction mixture was heated to 80–85° C. for 4 hours Dimethylformamide was then distilled off under vacuum Water (1000 ml) was added to solid residue the mixture was heated to 80–90° C. Formed crystals were filtered off Suspension was heated to 80–90° C. under stirring for 2 hours Crystals were filtered washed with water (200 ml) dried
Source ID: ord-ae2a2355a73d4a43a76916fc8e19fdc4PubChem References
These sources are listed in the compound's public database record.
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