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[ CAS No. 5874-09-9 ] {[proInfo.proName]}

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Chemical Structure| 5874-09-9
Chemical Structure| 5874-09-9
Structure of 5874-09-9 * Storage: {[proInfo.prStorage]}
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Product Details of [ 5874-09-9 ]

CAS No. :5874-09-9 MDL No. :
Formula : C9H10OS2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 198.31 Pubchem ID :-
Synonyms :

Safety of [ 5874-09-9 ]

Signal Word: Class:
Precautionary Statements: UN#:
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Application In Synthesis of [ 5874-09-9 ]

* 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.

  • Downstream synthetic route of [ 5874-09-9 ]

[ 5874-09-9 ] Synthesis Path-Downstream   1~13

  • 1
  • [ 5874-09-9 ]
  • [ 1067-55-6 ]
  • [ 4316-33-0 ]
  • 2
  • [ 5874-09-9 ]
  • [ 61150-58-1 ]
  • [ 1174642-55-7 ]
  • 3
  • [ 5874-09-9 ]
  • [ 61150-58-1 ]
  • [ 74-88-4 ]
  • [ 1174642-15-9 ]
  • 4
  • [ 5874-09-9 ]
  • [ 27387-23-1 ]
  • 5-methoxy-2-(4-methoxyphenyl)benzo[b]thiophene-3-carbonitrile [ No CAS ]
  • 5
  • [ 5874-09-9 ]
  • [ 27387-23-1 ]
  • 2-(2-bromo-5-methoxyphenyl)-3-mercapto-3-(4-methoxyphenyl)acrylonitrile [ No CAS ]
  • 6
  • [ 5874-09-9 ]
  • [ 27387-23-1 ]
  • C17H13BrNO2S(1-)*Na(1+) [ No CAS ]
  • 7
  • [ 474024-36-7 ]
  • [ 5874-09-9 ]
  • 2-(4-methoxyphenyl)-6-(trifluoromethyl)benzo[b]thiophene-3-carbonitirle [ No CAS ]
YieldReaction ConditionsOperation in experiment
76% With potassium phosphate; copper(l) iodide; trifluoroacetic acid In N,N-dimethyl-formamide at 80℃; for 5h;
  • 8
  • [ 5874-09-9 ]
  • [ 18927-05-4 ]
  • methyl 5-methoxy-2-(4-methoxyphenyl)benzo[b]thiophene-3-carboxylate [ No CAS ]
  • 9
  • [ 5874-09-9 ]
  • [ 18927-05-4 ]
  • C18H18O4S [ No CAS ]
  • 10
  • [ 19924-43-7 ]
  • [ 5874-09-9 ]
  • 5-methoxy-2-(4-methoxyphenyl)benzo[b]thiophene-3-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
91% Stage #1: 3-methoxyphenylacetonitrile With potassium <i>tert</i>-butylate In 1,4-dioxane at 0℃; for 0.166667h; Stage #2: methyl (4-methoxyphenyl)carbodithioate In 1,4-dioxane at 0 - 20℃; for 1h; Stage #3: With iodine In 1,4-dioxane at 90℃; Synthesis of Benzo[b]thiophenes 3 from arylacetonitriles 1 and (het)aryl dithioesters 2 General procedure: To a stirring suspension of KOtBu (2.0 mmol) in 1,4-dioxane (5 mL) at 0°C, corresponding (het)arylacetonitrile (1a-f, 10a-c) (1.0 mmol) in 1,4-dioxane (2 mL) was added dropwise. After further stirring for 10 minutes, a solution of respective Dithioester (2a-i) (1.0 mmol) in 1,4-dioxane (2 mL) was added to the reaction mixture at 0°C, followed by further stirring for 1 h at ambient temperature (monitored by TLC). Iodine (506 mg, 2.0 mmol) was added and the reaction mixture was heated at 90°C with continuous stirring (monitored by TLC). It was then diluted with 10% aq. Na2S2O3 solution (50 mL) and extracted with EtOAc (3x25 mL), and the combined organic layer was washed with water (3x25 mL) and brine (1x25 mL), dried (anhyd. Na2SO4), and concentrated under reduced pressure. The crude products were purified by silica gel column chromatography using EtOAc/hexane as eluent.
85% Stage #1: 3-methoxyphenylacetonitrile With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.166667h; Stage #2: methyl (4-methoxyphenyl)carbodithioate In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 1h; Stage #3: With tetrabutylammomium bromide; copper diacetate; palladium diacetate In N,N-dimethyl-formamide; mineral oil at 90℃;
  • 11
  • [ 19924-43-7 ]
  • [ 5874-09-9 ]
  • 3-mercapto-2-(3-methoxyphenyl)-3-(4-methoxyphenyl)acrylonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
95% Stage #1: 3-methoxyphenylacetonitrile With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.166667h; Stage #2: methyl (4-methoxyphenyl)carbodithioate In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 1h; Stage #3: With ammonium chloride
80% With potassium <i>tert</i>-butylate In 1,4-dioxane at 0 - 20℃; for 1h; Inert atmosphere; Synthesis of benzo[b]thiophene 3a from Enethiol 4a To a stirred suspension of KOtBu (224 mg, 2.0 mmol) in 1,4-dioxane (5 ml) under N2 atmosphere, a solution of arylacetonitriles 1a (0.09 ml, 1.0 mmol) was added dropwise followed by (het)aryl dithioester 2a (198 mg, 1.0 mmol) at 0°C and was stirred at room temperature for 1 h (monitored by TLC). The reaction mixture was poured into ice-cold water (50 mL) and acidified with 5% aq. HCl. The aqueous layer was extracted with EtOAc (3x25 mL), washed with water (2x25 mL) and brine (1x25 mL), and then dried over anhyd. Na2SO4. The solvent was removed under reduced pressure to give crude enethiol 4a,which was purified by column chromatography using mixture of hexane/EtOAc as eluent.
  • 12
  • [ 5874-09-9 ]
  • [ 153936-26-6 ]
  • 3-(4-methoxyphenyl)-8-methylimidazo[1,5-a]pyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% General procedure: To a solution of dithioester (1.0 eq, 1.0 mmol) inTHF (2 mL) was added amine or hydrazine (1.1 eq, 1.1 mmol) at room temperature, the resulting mixture was stirred for 45 min. monitored the dithioester could no longer be detected. To the above mixture was added I2 (2.0 equiv. The mixture was stirred at room temperature for 1.5 h and progress was monitored by TLC. The reaction mixture was diluted with EtOAc neutralized with saturated sodium bicarbonate solution, separated organic layer; the aqueous layer was extracted with EtOAc (25 mL X 3). The combined organic layers were washed with water, dried over anhydrous Na2SO4. The solvent was removed under reduced pressure; the residue was purified by silicagel chromatography.
  • 13
  • [ 13781-53-8 ]
  • [ 5874-09-9 ]
  • 2-(4-methoxyphenyl)thieno[2,3-b]thiophene-3-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
87% General procedure: To a stirring suspension of KOtBu (2.0 mmol) in 1,4-dioxane (5 mL) at 0C, corresponding (het)arylacetonitrile (1a-f, 10a-c) (1.0 mmol) in 1,4-dioxane (2 mL) was added dropwise. After further stirring for 10 minutes, a solution of respective Dithioester (2a-i) (1.0 mmol) in 1,4-dioxane (2 mL) was added to the reaction mixture at 0C, followed by further stirring for 1 h at ambient temperature (monitored by TLC). Iodine (506 mg, 2.0 mmol) was added and the reaction mixture was heated at 90C with continuous stirring (monitored by TLC). It was then diluted with 10% aq. Na2S2O3 solution (50 mL) and extracted with EtOAc (3x25 mL), and the combined organic layer was washed with water (3x25 mL) and brine (1x25 mL), dried (anhyd. Na2SO4), and concentrated under reduced pressure. The crude products were purified by silica gel column chromatography using EtOAc/hexane as eluent.
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