Home Cart Sign in  
Chemical Structure| 1192-16-1 Chemical Structure| 1192-16-1

Structure of 1192-16-1

Chemical Structure| 1192-16-1

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

DE Stock

US Stock

Asia Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 1192-16-1 ]

CAS No. :1192-16-1
Formula : C4H6O2S
M.W : 118.15
SMILES Code : O=S1(CCC=C1)=O
MDL No. :MFCD00195935
InChI Key :DYGJDTCGUUMUBL-UHFFFAOYSA-N
Pubchem ID :14497

Safety of [ 1192-16-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H319
Precautionary Statements:P305+P351+P338

Application In Synthesis of [ 1192-16-1 ]

* 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 [ 1192-16-1 ]

[ 1192-16-1 ] Synthesis Path-Downstream   1~54

  • 1
  • [ 1120-59-8 ]
  • [ 1192-16-1 ]
  • 2
  • [ 77-79-2 ]
  • [ 1192-16-1 ]
YieldReaction ConditionsOperation in experiment
35% (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); In benzene; at 25℃; for 5h;Heating / reflux; [0351] 2.3-Dihvdro-thiophene 1.1-dioxide (75); 2,5-Dihydro-thiophene 1,1-dioxide (10 g, 84.6 mmol) was dissolved in anhydrous benzene (6OmL).Carbonylchlorohydridotris(triphenylphosphine)ruthenium(II) (1.61 g,1.69 mmol) was added and the mixture was heated to reflux while stirring for 5h. Upon cooling to 25 0C, the solution was decanted away from the black solid. The solution was concentrated in vacuo to give brown oil. Purification of the residue by flash column chromatography (50-70% EtOAc/Hexanes) afforded the desired product, 2,3- dihydro-thiophene 1,1-dioxide (75) (3.51 g, 29.6 mmol, 35% yield) as a yellow/brown oil that solidified when placed under vacuum. 1H NMR (400 MHz, CDCl3) δ: 2.91 - 2.96 (m, 2H), 3.21 (t, 2H, J= 6.6 Hz), 6.62 - 6.65 (m, IH), 6.72 - 6.76 (m, IH).
  • 3
  • [ 1192-16-1 ]
  • [ 74-90-8 ]
  • [ 151-50-8 ]
  • [ 17389-09-2 ]
  • 4
  • [ 1192-16-1 ]
  • [ 623-11-0 ]
  • [ 20277-69-4 ]
  • 5
  • [ 1192-16-1 ]
  • [ 542-92-7 ]
  • 2,3,3A,4,4a,5,8,8a,9,9a-decahydro-4,9;5,8-dimethano-naphtho[2,3-<i>b</i>]thiophene-1,1-dioxide [ No CAS ]
  • [ 156556-49-9 ]
  • 6
  • [ 1192-16-1 ]
  • [ 124-40-3 ]
  • [ 86467-66-5 ]
  • 8
  • [ 1192-16-1 ]
  • [ 513-81-5 ]
  • (+/-)-5,6-dimethyl-<i>cis</i>-2,3,3a,4,7,7a-hexahydro-benzo[<i>b</i>]thiophene-1,1-dioxide [ No CAS ]
  • 9
  • [ 1192-16-1 ]
  • [ 2819-48-9 ]
  • (+/-)-<i>cis</i>-2,3,3a,4,5,6,7,8,9,9a-decahydro-naphtho[2,3-<i>b</i>]thiophene-1,1-dioxide [ No CAS ]
  • 10
  • [ 1192-16-1 ]
  • (+/-)-<i>trans</i>-2,3-dibromo-tetrahydro-thiophene-1,1-dioxide [ No CAS ]
  • 13
  • [ 108-31-6 ]
  • [ 1192-16-1 ]
  • 9-oxa-3-thiatricyclo<5.3.0.02,6>decane-8,10-dione 3,3-dioxide [ No CAS ]
  • 14
  • [ 541-59-3 ]
  • [ 1192-16-1 ]
  • 3-thia-9-azatricyclo<5.3.0.02,6>decane-8,10-dione 3,3-dioxide [ No CAS ]
  • 15
  • [ 77-79-2 ]
  • [ 355-80-6 ]
  • [ 1192-16-1 ]
  • [ 59048-70-3 ]
  • 17
  • [ 77-79-2 ]
  • [ 1192-16-1 ]
  • [ 6338-70-1 ]
  • Bis-(1,1-dioxo-tetrahydro-1λ6-thiophen-3-yl)-amine [ No CAS ]
  • 3-sulfolanylammonium 3-sulfolanesulfonate [ No CAS ]
  • 18
  • [ 1192-16-1 ]
  • [ 873-67-6 ]
  • [ 86598-01-8 ]
  • [ 86597-99-1 ]
  • 19
  • [ 1192-16-1 ]
  • [ 67-66-3 ]
  • 6,6-Dichloro-2-thia-bicyclo[3.1.0]hexane 2,2-dioxide [ No CAS ]
  • 20
  • [ 1192-16-1 ]
  • [ 876938-53-3 ]
  • 3-thiatricyclo<5.2.2.02,6>dodec-11-ene 3,3-dioxide [ No CAS ]
  • 21
  • [ 1192-16-1 ]
  • [ 1165952-91-9 ]
  • 3-thiatricyclo<5.2.2.02,6>undec-8-ene 3,3-dioxide [ No CAS ]
  • 22
  • [ 1192-16-1 ]
  • [ 4231-35-0 ]
  • [ 81120-66-3 ]
  • 23
  • [ 1192-16-1 ]
  • [ 2904-57-6 ]
  • [ 86598-05-2 ]
  • [ 86598-04-1 ]
  • 24
  • [ 1192-16-1 ]
  • [ 142-29-0 ]
  • [ 156556-49-9 ]
  • 25
  • [ 1192-16-1 ]
  • [ 934-16-7 ]
  • [ 86598-00-7 ]
  • [ 86598-01-8 ]
  • [ 86597-99-1 ]
  • 27
  • [ 1192-16-1 ]
  • [ 123633-42-1 ]
  • 28
  • [ 1192-16-1 ]
  • [ 123633-42-1 ]
  • [ 74421-30-0 ]
  • [ 74421-29-7 ]
  • 29
  • [ 1192-16-1 ]
  • [ 74421-30-0 ]
  • [ 74421-29-7 ]
  • 30
  • [ 1192-16-1 ]
  • [ 106-99-0 ]
  • 31
  • [ 53336-42-8 ]
  • [ 27092-46-2 ]
  • [ 77-79-2 ]
  • [ 1192-16-1 ]
  • 32
  • [ 14852-21-2 ]
  • [ 1120-59-8 ]
  • [ 1192-16-1 ]
  • 37
  • 3-phenylsulphinyl-2,3,4,5-tetrahydrothiophene 1,1-dioxide [ No CAS ]
  • [ 1192-16-1 ]
  • 38
  • [ 14008-53-8 ]
  • [ 1192-16-1 ]
  • 41
  • [ 53336-42-8 ]
  • t-Bu2CuLi [ No CAS ]
  • [ 77-79-2 ]
  • [ 1192-16-1 ]
  • [ 108919-90-0 ]
  • [ 57278-92-9 ]
  • 42
  • [ 1192-16-1 ]
  • [ 38425-47-7 ]
  • 1,1-dioxo-5-phenyl-1,2,3,3a,4,7a-hexahydro-1γ6-benzo[b]thiophen-7-one [ No CAS ]
  • 43
  • [ 1193-10-8 ]
  • [ 1192-16-1 ]
  • [ 19945-61-0 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; In diethyl ether; water; (E,E)-α-Farnesene and (E)-β-ocimene. (E,E)-α-Farnesene and (E)-β-ocimene were synthesised from 3-methyl-2,5--dihydrothiophene-1,1-dioxide. See J. Chem Soc. Chem. Comm., 1984, 1323 (Chou et al.). Sulphur dioxide elimination was achieved using excess lithium aluminium hydride following a modified protocol based on that in Tetrahedron Lett., 1977, 11, 947 (Gaoni). To a stirred suspension of lithium aluminium hydride (1 equiv. by weight) in refluxing dry diethyl ether (10 mmol/ml) was added dropwise via syringe a solution of the dihydrothiophene-1,1-dioxide (1 equiv.) in dry diethyl ether (1 ml). After refluxing for 1 hour, the cooled (0 C.) mixture was treated with 15% NaOH (1 ml), water (3 ml), and the mixture filtered through Celite. Evaporation of the filtrate under reduced pressure followed by column chromatography over Florisil (100% hexane) yielded the product as a colourless oil. 4,8-Dimethyl-1,3,7-nonatriene.
  • 44
  • [ 1192-16-1 ]
  • [ 64-17-5 ]
  • [ 1674-56-2 ]
  • 3-(2-hydroxypropylamino)tetrahydrothiophene 1,1-dioxide [ No CAS ]
YieldReaction ConditionsOperation in experiment
EXAMPLE 1 This example illustrates the preparation of a typical alkanolaminothiophene dioxide of this invention, namely, 3-(2-hydroxypropylamino)tetrahydrothiophene 1,1-dioxide. To a 1000 ml round-bottom flask equipped with condenser, thermometer and a stirrer were introduced 118 grams (1.0 mole) of 4,5-dihydrothiophene 1,1-dioxide, 250 ml of 70% by weight aqueous ethanol and 82.5 grams (1.1 moles) of 2-hydroxypropylamine. The reaction mixture was then heated at reflux (80-85 C) for 4 hours. The solvent and the excess 2-hydroxypropylamine were removed under a reduced pressure. The product, 3-(2-hydroxypropylamine)tetrahydrothiophene 1,1-dioxide obtained was a viscous liquid that became a solid, m.p. 50-60C. IR spectrum showed absorptions at 3500 cm-1 (OH), at 3300 cm-1 (NH), at 1310 cm-1 and 1125 cm-1 (SO2) and at 1080 cm-1 (C--O).
  • 45
  • [ 141-91-3 ]
  • [ 1192-16-1 ]
  • [ 64-17-5 ]
  • N-(1,1-dioxotetrahydro-thien-3-yl)-2,6-dimethylmorpholine [ No CAS ]
YieldReaction ConditionsOperation in experiment
EXAMPLE I This example illustrates the procedure for preparing N-(1,1-dioxotetrahydro-3-thienyl)-2,6-dimethylmorpholine by reacting 2,6-dimethylmorpholine with 4,5-dihydrothiophene-1,1-dioxide. To a 500 ml round-bottom flask equipped with a condenser and stirrer was added 23.6 grams of 4,5-dihydrothiophene-1,1-dioxide, 100 ml of 95% aqueous ethanol and 24 grams of 2,6-dimethylmorpholine. The reaction mixture was heated at reflux (80-85 C.) for 8 hours and then allowed to cool to room temperature. The solvent and the excess 2,6-dimethylmorpholine were removed by vacuum to give a yellowish viscous liquid, N-(1,1-dioxotetrahydro-3-thienyl)-2,6-dimethylmorpholine (IV). Analysis for C10 H19 NO3 S: Calcd: C, 51.48; H, 8.21; N,6.00; S, 13.74; Found: C, 51.75; H, 8.14; N, 5.89;S, 14.20
  • 46
  • [ 1192-16-1 ]
  • [ 1461-22-9 ]
  • [ 41392-16-9 ]
YieldReaction ConditionsOperation in experiment
27% 0352] Tributyl-(1.1 -dioxo^.S-dihvdro- 1 H-I λ6-thiophen-2-yl)-stannane(76); 2,3-Dihydro-thiophene 1,1-dioxide (75) (1.21 g, 10.2 mmol) was dissolved in THF (60 mL). The mixture was cooled to -78 0C and a 1.6M solution of n-butyl-lithium (6.72 mL, 10.7 mmol) was added dropwise over a period of 5 min. The mixture continued to stir at -78 0C for 30 min. Tri-butyl-tin-chloride (3.04 mL, 11.2 mmol) was added dropwise over a period of 5 min. The mixture stirred at -78 0C for 45 min and was then warmed to 25 0C over 45 min. The solution was concentrated in vacuo, dissolved in CHCI3, poured into water (100 mL) and extracted into a 1:1 mixture of EtOAc and hexanes. The organic layer was dried over Na2Sθ4 and concentrated in vacuo to a brown/orange oil. Purification of the residue by flash column <n="165"/>chromatography (20-30% EtOAc/Hexanes) afforded the desired product, tributyl- (l,l-dioxo-4,5-dihydro-lH-lλ6-thiophen-2-yl)-stannane (76) (1.13 g, 2.78 mmol, 27% yield) as a clear oil. 1H NMR (400 MHz, CDCl3) δ: 0.92 (t, 9H, J= 7.5 Hz), 1.17 - 1.21 (m, 6H), 1.29 - 1.40 (m, 6H), 1.53 - 1.61 (m, 6H), 2.95 - 3.01 (m, 2H), 3.11 - 3.15 (m, 2H), 6.57 (t, IH, J= 3.1 Hz).
  • 47
  • [ 1192-16-1 ]
  • [ 1119798-87-6 ]
  • [ 1119800-01-9 ]
YieldReaction ConditionsOperation in experiment
8% With ammonia; In tetrahydrofuran; methanol; at 20 - 80℃;Reflux; Example 13 6-Butyl-8-[1-(1,1-dioxidotetrahydro-3-thienyl)-4-piperidinyl]oxy}quinoline To a solution of 6-butyl-8-(4-piperidinyloxy)quinoline (for example, as prepared for Intermediate 4) (0.15 g, 0.53 mmol) in THF (5 ml) was added 2,3-dihydrothiophene 1,1-dioxide (commercially available, for example, from AKOS) (0.150 g, 1.27 mmol). The solution was heated to 80 C. for 2.5 h. To the solution at ambient temperature was added a further amount of 2,3-dihydrothiophene 1,1-dioxide (0.150 g, 1.27 mmol) and the solution stirred overnight at ambient temperature. The solution was heated to reflux for 2 h and then at ambient temperature for 7 days. The reaction was applied to an SCX-2 cartridge (20 g), preconditioned with methanol, and the cartridge washed with methanol (2 column volumes). The cartridge was eluted with 10% 0.880 s.g. ammonia in methanol (2 column volumes) and the basic fractions concentrated in vacuo. The residue was purified by MDAP and the appropriate fractions combined and evaporated. The combined fractions were applied to an SCX-2 cartridge (20 g), preconditioned with methanol, and the cartridge washed with methanol. The cartridge was eluted with 10% 0.88 s.g. ammonia in methanol (2 column volumes) and the basic fractions concentrated in vacuo to give the title compound (17 mg, 8%). LCMS RT=2.59 min, ES+ve m/z 403 (M+H)+.
  • 48
  • [ 1192-16-1 ]
  • [ 36635-61-7 ]
  • [ 1239717-06-6 ]
  • 49
  • [ 1192-16-1 ]
  • [ 93102-05-7 ]
  • 5-benzylhexahydro-2H-thieno[2,3-c]pyrrole 1,1-dioxide [ No CAS ]
  • 50
  • [ 1192-16-1 ]
  • [ 141-43-5 ]
  • N-2-(1-hydroxy)ethyl-3-tetrahydrothiopheneamine-1,1-dioxide: [ No CAS ]
YieldReaction ConditionsOperation in experiment
86% In ethanol; at 78℃; for 16h; Example B8 Preparation 0f 4-((lR,3aS,5a ,5bR,7a ,l laS,HbR,13a ,13bR)-3a-((2-((l,l- dioxidotetrahydrothiophen-3-yl)amino)ethyl)amino)-5a,5b,8,8,l la-pentamethyl-l- (prop-l-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,l l,l la,l lb,12,13,13a,13b-octadecahydro- lH-cyclopenta[a]chrysen-9-yl)benzoic acidStep 1. Preparation of 3-((2-hydroxyethyl)amino)tetrahydrothiophene 1,1-dioxideA mixture of 2-aminoethanol (310 mg, 5.08 mmol), triethylamine (514 mg, 5.08 mmol) and 2,3-dihydrothiophene 1,1-dioxide (200 mg, 1.693 mmol) in ethanol (3 mL) was heated up at 78 C for 16 hours. TLC indicated the starting material was consumed and desired product was formed (30% methanol/ethyl acetate). The reaction mixture was concentrated under reduced pressure, the residue was purified by silica gel chromatography with 0-35% methanol/ethyl acetate to provide the title compound as a colorless oil (260 mg, 86%). XH NMR (400MHz, CHLOROFORM-d) δ 3.78 - 3.56 (m, 3H), 3.38 - 3.21 (m, 2H), 3.14 - 3.00 (m, 1H), 2.94 (dd, J=13.3, 6.0 Hz, 1H), 2.85 - 2.68 (m, 2H), 2.53 - 2.34 (m, 1H), 2.22 - 2.03 (m, 1H).
  • 51
  • [ 1192-16-1 ]
  • [ 59583-56-1 ]
  • C15H18N2O4S [ No CAS ]
  • 52
  • [ 1192-16-1 ]
  • [ 17822-51-4 ]
  • C14H16N2O3S [ No CAS ]
  • 53
  • [ 1192-16-1 ]
  • [ 61283-28-1 ]
  • C14H15N3O5S [ No CAS ]
  • 54
  • [ 1192-16-1 ]
  • [ 5720-07-0 ]
  • (R)-3-(4-methoxyphenyl)tetrahydrothiophene1,1-dioxide [ No CAS ]
 

Historical Records

Technical Information

Categories