No renderable structure data available
CC(C)C1=C2C(=CC(=C1)OC)S(=O)(=O)NC2=OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 6-methoxy-1,1-dioxo-4-propan-2-yl-1,2-benzothiazol-3-one |
|---|---|
| IUPAC Name | — |
| CAS Number | 142577-01-3 |
| Database ID | 10147362 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
6-methoxy-1,1-dioxo-4-propan-2-yl-1,2-benzothiazol-3-one (CAS 142577-01-3) 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 10147362
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-f6a3646581894949983f834960b4f62eConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-943fdb110c2b469abfa16535e61caeadConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-226d0547bec34ffbb2e657a0399af746Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-06ebc057dafe45f39967c08baadbd53cConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-65c5736a5501419b8627f686fda64cd0Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ethanethiol (43.9 g) was added with stirring to a suspension of aluminum chloride (62.74 g) in chloroform (500 mL) at 0° C. To the resulting solution was added a solution of 4-isopropyl-6-methoxysaccharin (20.0 g) in chloroform (550 mL) during 30 minutes. The resulting solution was warmed to and maintained at 60° C. for 3-4 hours, then poured into ice-water acidified with hydrochloric acid. The resulting solid was collected by filtration, washed with water and dried affording 4-isopropyl-6-hydroxysaccharin, 18.4 g., 97% yield. The resulting solution was warmed to and The resulting solid was collected by filtration washed with water dried
Source ID: ord-306bf5c300b14710a29032a6cc846099Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ethanethiol (43.9 g) was added with stirring to a suspension of aluminum chloride (62.74 g) in chloroform (500 mL) at 0° C. To the resulting solution was added a solution of 4-isopropyl-6-methoxysaccharin (20.0 g) in chloroform (550 mL) during 30 minutes. The resulting solution was warmed to and maintained at 60° C. for 3-4 hours, then poured into ice-water acidified with hydrochloric acid. The resulting solid was collected by filtration, washed with water and dried affording 4-isopropyl-6-hydroxysaccharin, 18.4 g., 97% yield. The resulting solution was warmed to and The resulting solid was collected by filtration washed with water dried
Source ID: ord-306bf5c300b14710a29032a6cc846099Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspension of 24 g of paraformaldehyde (0.8 mole) and 86.4 g of chlorotrimethylsilane (1.6 moles) in 200 mL of 1,2-dichloroethane was added 0.8 ml anhydrous tin(IV) chloride and the resulting solution stirred on a steam bath for one hour. 4-Isopropyl-6-methoxysaccharin (51.4 g, 0.2 mole) was added to the clear solution and the mixture was refluxed for 18 hours, cooled to room temperature and poured into water. The organic layer was separated, washed with 50 mL of 2N sodium hydroxide solution, dried over anhydrous magnesium sulfate and concentrated under vacuum. The residue was purified by crystallization from ethyl acetate/hexane to give 57 g (87%) of 2-chloromethyl-4-isopropyl-6-methoxysaccharin, mp 151°. the mixture was refluxed for 18 hours The organic layer was separated washed with 50 mL of 2N sodium hydroxide solution dried over anhydrous magnesium sulfate concentrated under vacuum The residue was purified by crystallization from ethyl acetate/hexane
Source ID: ord-a4a4d2119f1540299fbf11e8e6e35785Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspension of 24 g of paraformaldehyde (0.8 mole) and 86.4 g of chlorotrimethylsilane (1.6 moles) in 200 mL of 1,2-dichloroethane was added 0.8 ml anhydrous tin(IV) chloride and the resulting solution stirred on a steam bath for one hour. 4-Isopropyl-6-methoxysaccharin (51.4 g, 0.2 mole) was added to the clear solution and the mixture was refluxed for 18 hours, cooled to room temperature and poured into water. The organic layer was separated, washed with 50 mL of 2N sodium hydroxide solution, dried over anhydrous magnesium sulfate and concentrated under vacuum. The residue was purified by crystallization from ethyl acetate/hexane to give 57 g (87%) of 2-chloromethyl-4-isopropyl-6-methoxysaccharin, mp 151°. the mixture was refluxed for 18 hours The organic layer was separated washed with 50 mL of 2N sodium hydroxide solution dried over anhydrous magnesium sulfate concentrated under vacuum The residue was purified by crystallization from ethyl acetate/hexane
Source ID: ord-a4a4d2119f1540299fbf11e8e6e35785Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Condensation of 4-isopropyl-6-methoxysaccharin with aqueous formaldehyde in ethanol gives 2-hydroxymethyl-4-isopropyl-6-methoxysaccharin, acetylation of which with acetic anhydride and a catalytic amount of sulfuric acid gives 2-acetoxymethyl-4-isopropyl-6-methoxysaccharin.
Source ID: ord-b9fdb1f2132f4d4a92ee1b63417e3b8dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspension of 24 g of paraformaldehyde (0.8 mole) and 86.4 g of chlorotrimethylsilane (1.6 moles) in 200 mL of 1,2-dichloroethane was added 0.8 ml anhydrous tin(IV) chloride and the resulting solution stirred on a steam bath for one hour. 4-Isopropyl-6-methoxysaccharin (51.4 g, 0.2 mole) was added to the clear solution and the mixture was refluxed for 18 hours, cooled to room temperature and poured into water. The organic layer was separated, washed with 50 mL of 2N sodium hydroxide solution, dried over anhydrous magnesium sulfate and concentrated under vacuum. The residue was purified by crystallization from ethyl acetate/hexane to give 57 g (87%) of 2-chloromethyl-4-isopropyl-6-methoxysaccharin, m.p. 151° C. the mixture was refluxed for 18 hours The organic layer was separated washed with 50 mL of 2N sodium hydroxide solution dried over anhydrous magnesium sulfate concentrated under vacuum The residue was purified by crystallization from ethyl acetate/hexane
Source ID: ord-58be83912846403cb1806d2dcee2ddfeConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspension of 24 g of paraformaldehyde (0.8 mole) and 86.4 g of chlorotrimethylsilane (1.6 moles) in 200 mL of 1,2-dichloroethane was added 0.8 ml anhydrous tin(IV) chloride and the resulting solution stirred on a steam bath for one hour. 4-Isopropyl-6-methoxysaccharin (51.4 g, 0.2 mole) was added to the clear solution and the mixture was refluxed for 18 hours, cooled to room temperature and poured into water. The organic layer was separated, washed with 50 mL of 2N sodium hydroxide solution, dried over anhydrous magnesium sulfate and concentrated under vacuum. The residue was purified by crystallization from ethyl acetate/hexane to give 57 g (87%) of 2-chloromethyl-4-isopropyl-6-methoxysaccharin, m.p. 151° C. the mixture was refluxed for 18 hours The organic layer was separated washed with 50 mL of 2N sodium hydroxide solution dried over anhydrous magnesium sulfate concentrated under vacuum The residue was purified by crystallization from ethyl acetate/hexane
Source ID: ord-58be83912846403cb1806d2dcee2ddfePubChem References
These sources are listed in the compound's public database record.
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