Reaction #4171438
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-acac0ae7970844a8b8d715c1cb109da1No renderable structure data available
CC(=O)CSC1=CC=C(C=C1)ClChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1-(4-chlorophenyl)sulfanylpropan-2-one |
|---|---|
| IUPAC Name | — |
| CAS Number | 25784-83-2 |
| Database ID | 321746 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1-(4-chlorophenyl)sulfanylpropan-2-one (CAS 25784-83-2) 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 321746
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-acac0ae7970844a8b8d715c1cb109da1Conditions: temp:120.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 1-[(4-Chlorophenyl)thio)-2-propanone (50 g, 0.25 mol) was added to polyphosphoric acid (300 g) and the mixture was stirred as the temperature was gradually raised to 120° C. as an exotherm started. The mixture was stirred at 130° C. for 1 hour, diluted with water, extracted with ethyl ether and the organic phase was dried and concentrated. The residue was stirred in methanol (200 ml), filtered and the filtrate concentrated to give 17.5 g (40%) of 5-chloro-3-methylbenzo(b)thiophene: bp 120° C. (0.6 mm Hg). The mixture was stirred at 130° C. for 1 hour extracted with ethyl ether the organic phase was dried concentrated The residue was stirred in methanol (200 ml) filtered the filtrate concentrated
Source ID: ord-3e876397299d4dc1bb3b38ca0a64bc3eConditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Chloroacetone (32.3 g, 0.347 mol) was added to a mixture of 4-chlorothiophenol (50 g, 0.347 mmol) and sodium hydroxide (14 g, 0.347 mol) in water (400 ml) and the mixture was stirred at 25° C. for 1 hour. The mixture was extracted with ethyl ether and the organic phase was washed with water, dried with magnesium sulfate and concentrated to give 69 g (99%) of 1-[(4-chlorophenyl)thio]-2-propanone. The mixture was extracted with ethyl ether the organic phase was washed with water dried with magnesium sulfate concentrated
Source ID: ord-b6658befdc1c456cae5f292c2baa2068Conditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Chloroacetone (32.3 g, 0.347 mol) was added to a mixture of 4-chlorothiophenol (50 g, 0.347 mmol) and sodium hydroxide (14 g, 0.347 mol) in water (400 ml) and the mixture was stirred at 25° C. for 1 hour. The mixture was extracted with ethyl ether and the organic phase was washed with water, dried with magnesium sulfate and concentrated to give 69 g (99%) of 1-[(4-chlorophenyl)thio]-2-propanone. The mixture was extracted with ethyl ether the organic phase was washed with water dried with magnesium sulfate concentrated
Source ID: ord-07f9ca02b3334c2280cf5c33da5de755Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-acac0ae7970844a8b8d715c1cb109da1Conditions: temp:120.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 1-[(4-Chlorophenyl)thio]-2-propanone (50 g, 0.25 mol) was added to polyphosphoric acid (300 g) and the mixture was stirred as the temperature was gradually raised to 120° C. as an exotherm started. The mixture was stirred at 130° C. for 1 hour, diluted with water, extracted with ethyl ether and the organic phase was dried and concentrated. The residue was stirred in methanol (200 ml), filtered and the filtrate concentrated to give 17.5 g (40%) of 5-chloro-3-methylbenzo[b]thiophene: bp 120° C. (0.6 mm). The mixture was stirred at 130° C. for 1 hour extracted with ethyl ether the organic phase was dried concentrated The residue was stirred in methanol (200 ml) filtered the filtrate concentrated
Source ID: ord-e40bd592df1b48afbbbf5f2dc1820939Conditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Chloroacetone (32.3 g, 0.347 mol) was added to a mixture of 4-chlorothiophenol (50 g, 0.347 mol) and sodium hydroxide (14 g, 0.347 mol) in water (400 ml) and the mixture was stirred at 25° C. for 1 hour. The mixture was extracted with ethyl ether and the organic phase was washed with water, dried with magnesium sulfate and concentrated to give 68 g (98%) of 1-[(4-chlorophenyl)thio]-2-propanone. The mixture was extracted with ethyl ether the organic phase was washed with water dried with magnesium sulfate concentrated
Source ID: ord-b97aa27e12d747129a796d446f4a8c42Conditions: temp:120.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 1-[(4-Chlorophenyl)thio]-2-propanone (50 g, 0.25 mol) was added to polyphosphoric acid (300 g) and the mixture was stirred as the temperature was gradually raised to 120° C. as an exotherm started. The mixture was stirred at 130° C. for 1 hour, diluted with water, extracted with ethyl ether and the organic phase was dried and concentrated. The residue was stirred in methanol (200 ml), filtered and the filtrate concentrated to give 17.5 g (40%) of 5-chloro-3-methylbenzo[b]thiophene: bp 120° C. (0.6 mm). The mixture was stirred at 130° C. for 1 hour extracted with ethyl ether the organic phase was dried concentrated The residue was stirred in methanol (200 ml) filtered the filtrate concentrated
Source ID: ord-6f53096171ce4dd5bc0cf94f09750176Conditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Chloroacetone (32.3 g 0.347 mol) was added to a mixture of 4-chlorothiophenol (50 g. 0.347 mol) and sodium hydroxide (14 g, 0.347 mol) in water (400 ml) and the mixture was stirred at 25° C. for 1 hour. The mixture was extracted with ethyl ether and the organic phase was washed with water, dried with magnesium sulfate and concentrated to give 68 g (98%) of 1-[(4-chlorophenyl)-thio]-2-propanone. The mixture was extracted with ethyl ether the organic phase was washed with water dried with magnesium sulfate concentrated
Source ID: ord-5b5752e6d49e46bcb6559c36daaea3a8Conditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Chloroacetone (32.3 g 0.347 mol) was added to a mixture of 4-chlorothiophenol (50 g. 0.347 mol) and sodium hydroxide (14 g, 0.347 mol) in water (400 ml) and the mixture was stirred at 25° C. for 1 hour. The mixture was extracted with ethyl ether and the organic phase was washed with water, dried with magnesium sulfate and concentrated to give 68 g (98%) of 1-[(4-chlorophenyl)-thio]-2-propanone. The mixture was extracted with ethyl ether the organic phase was washed with water dried with magnesium sulfate concentrated
Source ID: ord-5b5752e6d49e46bcb6559c36daaea3a8Conditions: temp:120.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 1-[(4-Chlorophenyl)thio}-2-propanone (50 g, 0.25 mol) was added to polyphosphoric acid (300 g) and the mixture was stirred as the temperature was gradually raised to 120° C. as an exotherm started. The mixture was stirred at 130° C. for 1 hour, diluted with water, extracted with ethyl ether and the organic phase was dried and concentrated. The residue was stirred in methanol (200 ml), filtered and the filtrate concentrated to give 17.5 g (40%) of 5-chloro-3-methylbenzo(b)thiophene: bp 120° C. (0.6 mm Hg). The mixture was stirred at 130° C. for 1 hour extracted with ethyl ether the organic phase was dried concentrated The residue was stirred in methanol (200 ml) filtered the filtrate concentrated
Source ID: ord-f592f902875941679840fc00a2ae5670Conditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Chloroacetone (32.3 g, 0.347 mol) was added to a mixture of 4-chlorothiophenol (50 g, 0.347 mmol) and sodium hydroxide (14 g, 0.347 mol) in water (400 ml) and the mixture was stirred at 25° C. for 1 hour. The mixture was extracted with ethyl ether and the organic phase was washed with water, dried with magnesium sulfate and concentrated to give 69 g (99%) of 1-[(4-chlorophenyl)thio]-2-propanone. The mixture was extracted with ethyl ether the organic phase was washed with water dried with magnesium sulfate concentrated
Source ID: ord-cb1a37c1f7cf4f09ae6f247c46ee6abbPubChem References
These sources are listed in the compound's public database record.
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