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[ CAS No. 110-81-6 ] Ethyldisulfide

Cat. No.: A476161
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Chemical Structure| 110-81-6
Chemical Structure| 110-81-6
 Structure of 110-81-6 * Storage: Sealed in dry,2-8°C
Purity Size Price USA Stock *0-1 Day Global Stock *5-7 Days Quantity
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98% 100g $117.00 Inquiry Inquiry

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Product Details of [ 110-81-6 ]

CAS No. :110-81-6 MDL No. :MFCD00009266
Formula : C4H10S2 Boiling Point : -
Linear Structure Formula :CH3CH2SSCH2CH3 InChI Key :CETBSQOFQKLHHZ-UHFFFAOYSA-N
M.W : 122.25 Pubchem ID :8077
Synonyms :

Safety of [ 110-81-6 ]

Signal Word:Danger Class:3
Precautionary Statements:P501-P273-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P391-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235 UN#:1993
Hazard Statements:H315-H319-H411-H225 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 110-81-6 ]

* 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 [ 110-81-6 ]

[ 110-81-6 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 110-81-6 ]
  • [ 62-53-3 ]
  • [ 3463-02-3 ]
  • [ 13920-91-7 ]
Reference： [1]Journal of Organic Chemistry,1989,vol. 54,p. 2985 - 2988
  • 2
  • [ 110-81-6 ]
  • [ 98121-41-6 ]
  • [ 203736-68-9 ]
YieldReaction ConditionsOperation in experiment
42% With tert.-butylnitrite; In dichloromethane; Precursor alpha: 2,3-Dichloro-5-ethylthiopyridine 24.45 g (0.15 mol) of <strong>[98121-41-6]3-amino-5,6-dichloropyridine</strong> in 280 ml of methylene chloride were reacted with 36.6 g (0.3 mol) of diethyl disulfide and 23.2 g (0.225 mol) of tert-butyl nitrite in 130 ml of methylene chloride by a method similar to Example 1, Precursor alpha. After working up and subsequently washing the crude product with ethanol, 13.3 g of product of value were obtained. Yield: 42%; 1H-NMR (in d6 dimethyl sulfoxide): delta [ppm]=1.25 (t, CH3); 3.10 (d, CH2); 8.15 and 8.3 (2*d, pyr H).
Reference： [1]Patent: US6448205,2002,B1
  • 3
  • [ 110-81-6 ]
  • [ 344-19-4 ]
  • 1,3-dichloro-2-ethylsulfanyl-5-fluorobenzene [ No CAS ]
YieldReaction ConditionsOperation in experiment
89% With tert.-butylnitrite; copper; at 80℃; for 2h; Cu-powder (5.3 g) was added with stirring to <strong>[344-19-4]2,6-dichloro-4-fluoro-aniline</strong> (100 g, 0.56 mol) dissolved in diethyldisulfide (400 mL) and the mixture was heated at 80 C. Tert-butyl nitrite (86g, 1 .5 equiv.) was added slowly over a period of 1 hour (exothermic reaction) and stirring was continued for an additional hour at 80 C.Work-up: Excess diethyl disulfide was evaporated in vacuo and the residual crude was treated with diluted aqueous hydrochloric acid. The aqueous phase was extracted with toluene. Thr organic phase was washed sequentially with hydrochloric acid and water, dried over mag35 nesium sulfate. Evaporation of the solvent gave 1 ,3-dichloro-2-ethylsulfanyl-5-fluoro-benzene asa brownish oil (111 g, 0.50 mol, 89%) which was used without further purification in the next step.1H NMR (CDCI3, 400 MHz): D = 7.2 (d, 2 H), 2.9 (q, 2 H), 1.2 (t, 3H).
Reference： [1]Patent: WO2014/184016,2014,A1 .Location in patent: Page/Page column 149
  • 4
  • [ 110-81-6 ]
  • [ 1050501-88-6 ]
  • 2-bromo-6-chloro-3-ethylsulfanyl-pyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
53% With tert.-butylnitrite; In 1,2-dichloro-ethane; at 20 - 40℃; t-butyl nitrite (5.15 g, 45 mmol, 1.5 eq) was added to a solution of 54 diethyldisulfide (7.3 g, 60 mmol, 2 eq) dissolved in 55 dichloroethane (100 ml), and then heated to 40 C. 56 <strong>[1050501-88-6]3-amino-2-bromo-6-chloropyridine</strong> (6.18 g, 30 mmol, 1.0 eq) was dropwise added thereto, and then stirred overnight at room temperature. 33 Water was added to the reaction solution mentioned above, and then extraction with chloroform was carried out. The obtained organic layer was washed with a saturated aqueous solution of 24 sodium chloride, dried over anhydrous magnesium sulfate, and then filtered. The filtrate was concentrated under reduced pressure, and the obtained residue was purified by column chromatography with silica gel. Thereby, the objective 57 product was obtained in an amount of 4.02 g (yield 53%).1H-NMR of the obtained objective product is shown below.1H-NMR (400 MHz, CDCl3) delta: 7.42 (1H, d), 7.26 (1H, d), 2.95 (2H, q), 1.39 (3H, t).
4 g Step P2.01 : Preparation of 2-bromo-6-chloro- -ethylsulfanyl-pyridine (0638) A solution of (ethyldisulfanyl)ethane (48 mmol, 5.9 g, 5.9 mL) and tert-butyl nitrite (36 mmol, 3.7 g, 4.3 mL) in 1 ,2-dichloroethane (100 ml) was heated at 40C. To this solution was added, slowly over 60 min, a solution of <strong>[1050501-88-6]2-bromo-6-chloro-pyridin-3-amine</strong> (commercialy available (CAS 1050501-88-6), 24 mmol, 5.0 g) in 1 ,2-dichloroethane (100 ml). The reaction was stirred at 40C for 3 h. Then, the reaction was diluted with water (10 ml), extracted with ethyl acetate (3x30 ml). Combined organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by combiflash (silica gel, 20% EA-cyclohexane) to afford 2-bromo-6-chloro-3- ethylsulfanyl-pyridine (16 mmol, 4.0 g). -NMR (CDCb, ppm) delta 7.42 (d, 1 H), 7.25(d, 1 H), 2.95 (q, 2H), 1.38 (t, 3H).
Reference： [1]Patent: US2019/185459,2019,A1 .Location in patent: Paragraph 0530; 0531; 0532; 0533
[2]Patent: WO2017/134066,2017,A1 .Location in patent: Page/Page column 67-68

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