Alternatived Products of [ 14236-72-7 ]
Product Details of [ 14236-72-7 ]
CAS No. : | 14236-72-7 |
MDL No. : | MFCD12779674 |
Formula : |
C10H12OS
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
180.27
|
Pubchem ID : | - |
Synonyms : |
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Safety of [ 14236-72-7 ]
Signal Word: | |
Class: | |
Precautionary Statements: | |
UN#: | |
Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 14236-72-7 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Upstream synthesis route of [ 14236-72-7 ]
- Downstream synthetic route of [ 14236-72-7 ]
- 1
-
[ 32368-19-7 ]
-
[ 93-55-0 ]
-
[ 451-40-1 ]
-
[ 14236-72-7 ]
Yield | Reaction Conditions | Operation in experiment |
1: 91%
2: 94% |
With hydridotetakis(triphenylphosphine)rhodium(I); Dimethyldisulphide; 1,2-bis-(diphenylphosphino)ethane In tetrahydrofuran at 90℃; for 3h; Inert atmosphere; |
4.2. Typical procedures for α-methylthiolation reaction
Typical procedure: In a two-necked flask equipped with a reflux condenser were placed RhH(PPh3)4 (4 mol %, 11.5 mg), 1,2-bis(diphenylphosphino)ethane (8 mol %, 8.0 mg), propiophenone 5 (1.25 mmol, 166 μL), 2-methylthio-2-phenylacetophenone 14 (0.25 mmol, 60.6 mg), and dimethyl disulfide (12 mol %, 2.7 μL) in THF (0.25 mL) under an argon atmosphere, and the solution was heated at 90 °C for 3 h. The solvent was removed under reduced pressure, and the residue was purified by flash column chromatography on silica gel giving 6 (41.1 mg, 91%) and 1,2-diphenyl-1-ethanone 2 (46.0 mg, 94%) with the recovery of 5 (86.8 mg, 52%) and 1 (3.6 mg, 6%). |
|
With hydridotetakis(triphenylphosphine)rhodium(I); Dimethyldisulphide; 1,2-bis-(diphenylphosphino)ethane In tetrahydrofuran at 90℃; Inert atmosphere; |
Typical Procedures for Methylthiolation Reaction. 2-Methylthio-1,3-benzothiazole 118,9
General procedure: In a two-necked flask equipped with a reflux condenser were placed RhH(PPh3)4 (4 mol%, 11.5 mg), 1,2-bis(diphenylphosphino)ethane (8 mol%, 8.0 mg), dimethyl disulfide (12 mol%, 2.7 mL), 1,3-benzothiazole 5 (1.25 mmol, 137 mL), and (α-methylthio)isobutyrophenone 10 (0.25 mmol, 48.6 mg) in THF (0.25 mL) under an argon atmosphere, and the solution was heated at 90°C for 3 h. The solvent was removed under reduced pressure, and the residue was purified by flash column chromatography on silica gel giving 11 (19.6 mg, 43%) and isobutyrophenone 8 (14.7 mg, 40%) with the recovery of 5 (141.1 mg, 83%) and 10 (23.7 mg, 49%). |
Reference:
[1]Location in patent: experimental part
Arisawa, Mieko; Toriyama, Fumihiko; Yamaguchi, Masahiko
[Tetrahedron, 2011, vol. 67, # 12, p. 2305 - 2312]
[2]Arisawa, Mieko; Toriyama, Fumihiko; Yamaguchi, Masahiko
[Tetrahedron Letters, 2011, vol. 52, # 18, p. 2344 - 2347]
- 2
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[ 273-53-0 ]
-
[ 14236-72-7 ]
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[ 13673-62-6 ]
-
[ 93-55-0 ]
Yield | Reaction Conditions | Operation in experiment |
|
With hydridotetakis(triphenylphosphine)rhodium(I); Dimethyldisulphide; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; at 90℃;Inert atmosphere; |
General procedure: In a two-necked flask equipped with a reflux condenser were placed RhH(PPh3)4 (4 mol%, 11.5 mg), 1,2-bis(diphenylphosphino)ethane (8 mol%, 8.0 mg), dimethyl disulfide (12 mol%, 2.7 mL), 1,3-benzothiazole 5 (1.25 mmol, 137 mL), and (alpha-methylthio)isobutyrophenone 10 (0.25 mmol, 48.6 mg) in THF (0.25 mL) under an argon atmosphere, and the solution was heated at 90C for 3 h. The solvent was removed under reduced pressure, and the residue was purified by flash column chromatography on silica gel giving 11 (19.6 mg, 43%) and isobutyrophenone 8 (14.7 mg, 40%) with the recovery of 5 (141.1 mg, 83%) and 10 (23.7 mg, 49%). |