No renderable structure data available
C1=CC=C2C(=C1)C(=O)N(C2=O)CC(=S)NChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-(1,3-dioxoisoindol-2-yl)ethanethioamide |
|---|---|
| IUPAC Name | — |
| CAS Number | 172261-05-1 |
| Database ID | 24696128 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-(1,3-dioxoisoindol-2-yl)ethanethioamide (CAS 172261-05-1) 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 24696128
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-2569fc3ecf9b4663845e03428e81732eConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-77fe1fc45da343819829bd08f064b019Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In 100 ml of isopropanol, 1.64 g of 2-bromo-1-indanone was dissolved. Then, 2.0 g of phthalimidothioacetamide was added, followed by heating under reflux for 6 hours. The precipitate thus formed was collected by filtration and then distributed between chloroform and a saturated aqueous solution of sodium bicarbonate. The organic layer was separated, washed successively with water and a saturated aqueous solution of sodium chloride, and then dried over anhydrous sodium sulfate. The solvent was then evaporated, whereby 1.3 g of 2-phthalimidomethyl-8H-indeno[1,2-d]thiazole was obtained. by heating under reflux for 6 hours The precipitate thus formed was collected by filtration The organic layer was separated washed successively with water a saturated aqueous solution of sodium chloride, and then dried over anhydrous sodium sulfate The solvent was then evaporated
Source ID: ord-579db616259141bf9d77890262f0c176Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a 20 ml 4N solution of hydrogen chloride in ethyl acetate, 3.07 g of phthalimidoacetonitrile was dissolved. To the resulting solution, 3.17 ml of O,O-diethyl dithiophosphate was added, followed by stirring at room temperature for 6 hours. The precipitate formed was collected by filtration, and washed successively with ethyl acetate and diethyl ether, whereby 2.29 g of phthalimidothioacetamide was obtained. The precipitate formed was collected by filtration washed successively with ethyl acetate and diethyl ether
Source ID: ord-447b185e459e4007afb89349afc2be54Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In 100 ml of isopropanol, 1.64 g of 2-bromo-1-indanone was dissolved. Then, 2.0 g of phthalimidothioacetamide was added, followed by heating under reflux for 6 hours. The precipitate thus formed was collected by filtration and then distributed between chloroform and a saturated aqueous solution of sodium bicarbonate. The organic layer was separated, washed successively with water and a saturated aqueous solution of sodium chloride, and then dried over anhydrous sodium sulfate. The solvent was then evaporated, whereby 1.3 g of 2-phthalimidomethyl-8H-indeno[1,2-d]thiazole was obtained. by heating under reflux for 6 hours The precipitate thus formed was collected by filtration The organic layer was separated washed successively with water a saturated aqueous solution of sodium chloride, and then dried over anhydrous sodium sulfate The solvent was then evaporated
Source ID: ord-579db616259141bf9d77890262f0c176Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In 100 ml of isopropanol, 1.64 g of 2-bromo-1-indanone was dissolved. Then, 2.0 g of phthalimidothioacetamide was added, followed by heating under reflux for 6 hours. The precipitate thus formed was collected by filtration and then distributed between chloroform and a saturated aqueous solution of sodium bicarbonate. The organic layer was separated, washed successively with water and a saturated aqueous solution of sodium chloride, and then dried over anhydrous sodium sulfate. The solvent was then evaporated, whereby 1.3 g of 2-phthalimidomethyl-8H-indeno[1,2-d]thiazole was obtained. by heating under reflux for 6 hours The precipitate thus formed was collected by filtration The organic layer was separated washed successively with water a saturated aqueous solution of sodium chloride, and then dried over anhydrous sodium sulfate The solvent was then evaporated
Source ID: ord-579db616259141bf9d77890262f0c176Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a 20 ml 4N solution of hydrogen chloride in ethyl acetate, 3.07 g of phthalimidoacetonitrile was dissolved. To the resulting solution, 3.17 ml of O,O-diethyl dithiophosphate was added, followed by stirring at room temperature for 6 hours. The precipitate formed was collected by filtration, and washed successively with ethyl acetate and diethyl ether, whereby 2.29 g of phthalimidothioacetamide was obtained. The precipitate formed was collected by filtration washed successively with ethyl acetate and diethyl ether
Source ID: ord-447b185e459e4007afb89349afc2be54Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a 20 ml 4N solution of hydrogen chloride in ethyl acetate, 3.07 g of phthalimidoacetonitrile was dissolved. To the resulting solution, 3.17 ml of O,O-diethyl dithiophosphate was added, followed by stirring at room temperature for 6 hours. The precipitate formed was collected by filtration, and washed successively with ethyl acetate and diethyl ether, whereby 2.29 g of phthalimidothioacetamide was obtained. The precipitate formed was collected by filtration washed successively with ethyl acetate and diethyl ether
Source ID: ord-447b185e459e4007afb89349afc2be54Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-2569fc3ecf9b4663845e03428e81732eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 2-bromo-1-phenyl-2-(phenylthio)ethanone (3.2 g) in N,N-dimethylformamide (25 mL) was added 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethanethioamide (2.3 g), and the mixture was stirred at room temperature for 3 hr. Saturated aqueous sodium hydrogen carbonate solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate-hexane to give the title compound as white crystals (yield 3.0 g, 71%). the mixture was extracted with ethyl acetate The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine dried over anhydrous magnesium sulfate concentrated under reduced pressure The residue was recrystallized from ethyl acetate-hexane
Source ID: ord-f33d597c36f74c4980ceb77d1f0181d9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetonitrile (15 g), 4 mol/L hydrogen chloride-ethyl acetate solution (40 mL) and tetrahydrofuran (50 mL) was added O,O-diethyldithiophosphate (15 mL), and the mixture was stirred at room temperature for 5 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate and tetrahydrofuran. The extract was washed twice with water, and then washed with saturated brine and saturated aqueous sodium hydrogen carbonate solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was recrystallized from ethanol to give the title compound as white crystals (yield 9.0 g, 51%). the mixture was extracted with ethyl acetate and tetrahydrofuran The extract was washed twice with water washed with saturated brine and saturated aqueous sodium hydrogen carbonate solution dried over anhydrous magnesium sulfate concentrated under reduced pressure The residue was recrystallized from ethanol
Source ID: ord-bc0390564de545e5adb268323abbc0daConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-77fe1fc45da343819829bd08f064b019PubChem References
These sources are listed in the compound's public database record.
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