Name: 1851-09-8|2-((4-Chlorophenyl)sulfonyl)acetonitrile|98%
Brand: Ambeed
SKU: A491647
Rating: 99 (29 reviews)

1
[ 1851-09-8 ]
[ 80410-57-7 ]
α-(4-chloro-benzenesulfonyl)-3-methoxy-4-nitro-cinnamonitrile [ No CAS ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1925,vol. <2> 111,p. 230

2
[ 4651-91-6 ]
[ 1851-09-8 ]
[ 128277-21-4 ]
[ 128277-22-5 ]

Yield	Reaction Conditions	Operation in experiment
1: 56% 2: 29%	In 1,4-dioxane for 12h; Ambient temperature;

Reference： [1]Shishoo, C. J.; Devani, M. B.; Bhadti, V. S; Jain, K. S.; Ananthan, S. [Journal of Heterocyclic Chemistry, 1990, vol. 27, # 2, p. 119 - 126]

3
[ 4506-71-2 ]
[ 1851-09-8 ]
[ 91225-80-8 ]

Yield	Reaction Conditions	Operation in experiment
50%	With hydrogenchloride In 1,4-dioxane for 8h;
50%	With hydrogenchloride In 1,4-dioxane

Reference： [1]Shishoo; Devani; Bhadti; Jain; Rathod; Goyal; Gandhi; Patel; Naik [Arzneimittel-Forschung/Drug Research, 1990, vol. 40, # 5, p. 567 - 572]
[2]Shishoo, C. J.; Devani, M. B.; Pathak, U. S.; Ananthan, S.; Bhadti, V. S.; et al. [Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 375 - 380]

4
[ 1851-09-8 ]
[ 15500-60-4 ]
[ 32083-31-1 ]

Yield	Reaction Conditions	Operation in experiment
87%	at 100℃; for 0.0666667h;

Reference： [1]Lazukina, L. A.; Mushkalo, I. L.; Neplyuev, V. M.; Kukhar', V. P. [Journal of Organic Chemistry USSR (English Translation), 1983, p. 2114 - 2117][Zhurnal Organicheskoi Khimii, 1983, vol. 19, # 11, p. 2417 - 2420]

5
[ 1851-09-8 ]
[ 52217-02-4 ]
[ 113525-47-6 ]

Yield	Reaction Conditions	Operation in experiment
72%	With sodium hydrogencarbonate In ethanol; toluene for 1h; Heating;

Reference： [1]Ross; Sowell Sr. [Journal of Heterocyclic Chemistry, 1987, vol. 24, # 3, p. 757 - 765]

6
[ 1851-09-8 ]
[ 103-72-0 ]
[ 25979-68-4 ]

Yield	Reaction Conditions	Operation in experiment
	(i) Na, (ii) /BRN= 471392/, (iii) aq. HCl; Multistep reaction;
	With sodium ethanolate In 1,4-dioxane; ethanol for 44h; Ambient temperature;

Reference： [1]Neplyuev,V.M. et al. [Journal of Organic Chemistry USSR (English Translation), 1970, vol. 6, p. 160 - 162][Zhurnal Organicheskoi Khimii, 1970, vol. 6, # 1, p. 164 - 166]
[2]Mehta; Trivedi [Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1990, vol. 29, # 12, p. 1146 - 1153]

7
[ 110-52-1 ]
[ 1851-09-8 ]
1-(4-Chloro-benzenesulfonyl)-cyclopentanecarbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
83%	With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride at 20℃; for 3h;

Reference： [1]Neplyuev, V. M.; Bazavova, I. M.; Esipenko, A. N.; Lozinskii, M. O. [Russian Journal of Organic Chemistry, 1994, vol. 30, # 11.1, p. 1712 - 1716][Zhurnal Organicheskoi Khimii, 1994, vol. 30, # 11, p. 1627 - 1631]

8
[ 111-24-0 ]
[ 1851-09-8 ]
1-(4-Chloro-benzenesulfonyl)-cyclohexanecarbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride at 20℃; for 3h;

Reference： [1]Neplyuev, V. M.; Bazavova, I. M.; Esipenko, A. N.; Lozinskii, M. O. [Russian Journal of Organic Chemistry, 1994, vol. 30, # 11.1, p. 1712 - 1716][Zhurnal Organicheskoi Khimii, 1994, vol. 30, # 11, p. 1627 - 1631]

9
[ 1851-09-8 ]
[ 106-93-4 ]
1-(4-Chloro-benzenesulfonyl)-cyclopropanecarbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94%	With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride at 20℃; for 3h;

Reference： [1]Neplyuev, V. M.; Bazavova, I. M.; Esipenko, A. N.; Lozinskii, M. O. [Russian Journal of Organic Chemistry, 1994, vol. 30, # 11.1, p. 1712 - 1716][Zhurnal Organicheskoi Khimii, 1994, vol. 30, # 11, p. 1627 - 1631]

10
[ 1851-09-8 ]
[ 109-64-8 ]
1-(4-Chloro-benzenesulfonyl)-cyclobutanecarbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride at 20℃; for 3h;

Reference： [1]Neplyuev, V. M.; Bazavova, I. M.; Esipenko, A. N.; Lozinskii, M. O. [Russian Journal of Organic Chemistry, 1994, vol. 30, # 11.1, p. 1712 - 1716][Zhurnal Organicheskoi Khimii, 1994, vol. 30, # 11, p. 1627 - 1631]

11
[ 1445-45-0 ]
[ 1851-09-8 ]
[ 243984-82-9 ]

Yield	Reaction Conditions	Operation in experiment
68%	With acetic anhydride; zinc(II) chloride at 125 - 130℃;

Reference： [1]Stephens, Chad E.; Price, Matthew B.; Sowell Sr., J. Walter [Journal of Heterocyclic Chemistry, 1999, vol. 36, # 3, p. 659 - 665]

12
[ 1851-09-8 ]
[ 707-07-3 ]
2-(4-chlorophenylsulfonyl)-3-methoxy-3-phenylacrylonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
50%	With acetic anhydride at 140℃; for 7h;

Reference： [1]Stephens, Chad E.; Price, Matthew B.; Sowell Sr., J. Walter [Journal of Heterocyclic Chemistry, 1999, vol. 36, # 3, p. 659 - 665]

13
[ 40018-26-6 ]
[ 1851-09-8 ]
[ 360071-45-0 ]

Yield	Reaction Conditions	Operation in experiment
82%	With 1,8-diazabicyclo[5.4.0]undec-7-ene In ethanol at 20℃; for 16h;

Reference： [1]Stephens, Chad E.; Felder, Takita M.; Sowell Sr., J. Walter; Andrei, Graciela; Balzarini, Jan; Snoeck, Robert; De Clercq, Erik [Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 5, p. 1123 - 1132]

14
[ 17452-27-6 ]
[ 1851-09-8 ]
[ 74-88-4 ]
2-(4-chlorophenylsulfonyl)-3-methylsulfanyl-3-(pyridin-3-ylamino)acrylonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
16%	Stage #1: pyridin-3-yl isothiocyanate; 2-(4-chlorobenzenesulfonyl)acetonitrile With potassium carbonate In acetone at 20℃; for 4h; Stage #2: methyl iodide In acetone at 20℃; for 16h;

Reference： [1]Tagmose, Tina M.; Zaragoza, Florencio; Boonen, Harrie C. M.; Worsaae, Anne; Mogensen, John P.; Nielsen, Flemming E.; Jensen, Anette Frost; Hansen, John Bondo [Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 6, p. 931 - 940]

15
[ 1851-09-8 ]
[ 6590-93-8 ]
[ 74-88-4 ]
2-(4-chlorophenylsulfonyl)-3-(3,5-dichlorophenylamino)-3-methylsulfanylacrylonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
86%	Stage #1: 2-(4-chlorobenzenesulfonyl)acetonitrile; 3,5-dichlorophenylisothiocyanate With potassium carbonate In acetone at 20℃; for 17h; Stage #2: methyl iodide In acetone at 20℃; for 0.75h;
1.42 g (72%)	With potassium carbonate In acetone	7.1 1 1 2-(4-Chlorophenylsulfonyl)-3-(3,5-dichlorophenylamino)-3-methylsulfanyl-2-propenenitrile To a solution of 4-chlorophenylsulfonylacetonitrile (1.00 g, 4.6 mmol) in dry acetone (10 ml) first dry potassium carbonate (1.28 g, 9.3 mmol) and then 3,5-dichlorophenyl isothiocyanate (0.99 g, 4.9 mmol) were added. The resulting mixture was stirred at room temperature under nitrogen for 4 h, and then filtered. To the filtrate methyl iodide (0.86 ml, 13.9 mmol) was added. The mixture was stirred at room temperature for 45 min.. Then pH was adjusted to 1 with 1N aqueous HCl. The precipitate was filtered off and washed with water to give 1.86 g (93%) of a crude product. Recrystallisation from ethyl acetate/heptane (1:1) gave 1.42 g (72%) of the title compound contaminated with 4-chlorophenylsulfonylacetonitrile. Mp 128-131° C. 1H NMR (200 MHz, CDCl3): δ=2.25 (s, 3H), 7.20 (d, 2H), 7.30 (t, 1H), 7.55 (d, 2H), 7.85 (d, 2H), 9.80 (br s, 1H); El SP/MS: 434 (M+), 436 (M+2).

Reference： [1]Tagmose, Tina M.; Zaragoza, Florencio; Boonen, Harrie C. M.; Worsaae, Anne; Mogensen, John P.; Nielsen, Flemming E.; Jensen, Anette Frost; Hansen, John Bondo [Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 6, p. 931 - 940]
[2]Current Patent Assignee: NOVO NORDISK A/S - US2001/25111, 2001, A1

16
[ 1851-09-8 ]
[ 23165-29-9 ]
[ 74-88-4 ]
3-[N-[3,5-bis(trifluoromethyl)phenyl]-N-methylamino]-2-(4-chlorophenylsulfonyl)-3-methylsulfanylacrylonitrile [ No CAS ]
N-[3,5-bis(trifluoromethyl)phenyl]-2-(4-chlorobenzenesulfonyl)-2-cyano-2-methylthioacetimidic acid methyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 60% 2: 20%	Stage #1: 2-(4-chlorobenzenesulfonyl)acetonitrile; 3,5-bistrifluoromethylphenylisothiocyanate With potassium carbonate In acetone at 20℃; for 2h; Stage #2: methyl iodide In acetone at 20℃; for 18h;

Reference： [1]Tagmose, Tina M.; Zaragoza, Florencio; Boonen, Harrie C. M.; Worsaae, Anne; Mogensen, John P.; Nielsen, Flemming E.; Jensen, Anette Frost; Hansen, John Bondo [Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 6, p. 931 - 940]

17
[ 1851-09-8 ]
[ 23165-29-9 ]
[ 74-88-4 ]
3-[3,5-bis(trifluoromethyl)phenylamino]-2-(4-chlorophenylsulfonyl)-3-methylsulfanylacrylonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	Stage #1: 2-(4-chlorobenzenesulfonyl)acetonitrile; 3,5-bistrifluoromethylphenylisothiocyanate With potassium carbonate In acetone at 20℃; for 4.5h; Stage #2: methyl iodide In acetone at 20℃; for 2h;

Reference： [1]Tagmose, Tina M.; Zaragoza, Florencio; Boonen, Harrie C. M.; Worsaae, Anne; Mogensen, John P.; Nielsen, Flemming E.; Jensen, Anette Frost; Hansen, John Bondo [Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 6, p. 931 - 940]

18
[ 1851-09-8 ]
[ 104968-58-3 ]
[ 74-88-4 ]
2-(4-chlorophenylsulfonyl)-3-(3,5-dimethoxyphenylamino)-3-methylsulfanylacrylonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%	Stage #1: 2-(4-chlorobenzenesulfonyl)acetonitrile; 1-isothiocyanato-3,5-dimethoxybenzene With potassium carbonate In acetone at 20℃; for 2.25h; Stage #2: methyl iodide In acetone at 20℃; for 4h;
1.27 g (65%)	With potassium carbonate In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; acetone	10.1 1 1 2-(4-Chlorophenylsulfonyl)-3-(3,5-dimethoxyphenylamino)-3-methylsulfanyl-2-propenenitrile To a solution of 4-chlorophenylsulfonylacetonitrile (1.00 g, 4.6 mmol) in dry acetone (10 ml) first dry potassium carbonate (1.28 9, 9.3 mmol) and then 3,5-dimethoxyphenyl isothiocyanate (0.96 g, 4.9 mmol) were added. The resulting mixture was stirred at room temperature under nitrogen for 2 h 15 min and then filtered. To the filtrate methyl iodide (0.86 ml, 13.9 mmol) was added. The mixture was stirred at room temperature for 4 h. The reaction mixture was concentrated. The residue was dissolved in DCM, washed with water, dried (Na2SO4) and concentrated. The residue was crystallized from ethyl acetate/heptane 1:2 to give 1.27 g (65%) of the title compound. Mp 119.5-123° C.; 1H NMR (200 MHz, CDCl3): δ=2.29 (s, 3H), 3.80 (s, 6H), 3.36 (m, 3H), 7.53 (d, 2H), 7.87 (d, 2H), 9.82 (br s, 1H); El SP/MS: 424 (M+).

Reference： [1]Tagmose, Tina M.; Zaragoza, Florencio; Boonen, Harrie C. M.; Worsaae, Anne; Mogensen, John P.; Nielsen, Flemming E.; Jensen, Anette Frost; Hansen, John Bondo [Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 6, p. 931 - 940]
[2]Current Patent Assignee: NOVO NORDISK A/S - US2001/25111, 2001, A1

19
[ 1851-09-8 ]
[ 113504-93-1 ]
[ 74-88-4 ]
3-(benzo[1,3]dioxol-5-ylamino)-2-(4-chlorophenylsulfonyl)-3-methylsulfanylacrylonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94%	Stage #1: 2-(4-chlorobenzenesulfonyl)acetonitrile; 5-isothiocyanato-benzo[1,3]dioxole With potassium carbonate In acetone at 20℃; for 60h; Stage #2: methyl iodide In acetone at 20℃; for 1.5h;

Reference： [1]Tagmose, Tina M.; Zaragoza, Florencio; Boonen, Harrie C. M.; Worsaae, Anne; Mogensen, John P.; Nielsen, Flemming E.; Jensen, Anette Frost; Hansen, John Bondo [Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 6, p. 931 - 940]

20
[ 1851-09-8 ]
[ 21087-64-9 ]
7-amino-3-tert-butyl-8-(4-chloro-benzenesulfonyl)-1H-pyrazolo[5,1-c][1,2,4]triazin-4-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
67%	With pyridine for 4h; Heating;

Reference： [1]Britsun; Bazavova; Esipenko; Lozinskii [Chemistry of Heterocyclic Compounds, 2003, vol. 39, # 12, p. 1623 - 1626]

21
[ 1851-09-8 ]
[ 121-44-8 ]
[ 56413-95-7 ]
5-chloro-6-[(4-chloro-benzenesulfonyl)-cyano-methyl]-pyrazine-2,3-dicarbonitrile; compound with triethyl-amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
87%	In N,N-dimethyl-formamide at 20℃; for 1h;

Reference： [1]Dubinina; Platonov; Golovach; Borysko; Tolmachov; Volovenko [European Journal of Medicinal Chemistry, 2006, vol. 41, # 6, p. 727 - 737]

22
[ 1851-09-8 ]
[ 68-11-1 ]
2-[(4-chlorophenyl)sulfonyl]methylidene}thiazolidin-4-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
83%	With pyridine for 10h; Heating;

Reference： [1]Tverdokhlebov, Anton V.; Andrushko, Alexander P.; Tolmachev, Andrey A. [Synthesis, 2006, # 9, p. 1433 - 1436]

23
[ 18527-19-0 ]
[ 1851-09-8 ]

Yield	Reaction Conditions	Operation in experiment
92%	With N,N'-dibenzyl-N,N,N',N'-tetramethylethylenediammonium bis(permanganate); acetic acid In acetonitrile at 20℃; for 0.0333333h;
	With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃; for 2h;
	With dihydrogen peroxide; acetic acid

Reference： [1]Lakouraj; Tajbakhsh; Tashakkorian; Ghodrati [Phosphorus, Sulfur and Silicon and the Related Elements, 2007, vol. 182, # 2, p. 485 - 490]
[2]Götz, Kathrin H.; Hacker, Stephan M.; Mayer, Daniel; Dürig, Jan-Niklas; Stenger, Steffen; Marx, Andreas [ACS Chemical Biology, 2017, vol. 12, # 10, p. 2682 - 2689]
[3]Efimova, Anna S.; Kutasevich, Anton V.; Kuz'Mina, Ludmila G.; Mityanov, Vitaly S.; Perevalov, Valery P.; Sizonenko, Marina N. [Synlett, 2020, vol. 31, # 2, p. 179 - 182]

24
[ 30742-60-0 ]
[ 1851-09-8 ]
C₂₀H₁₈ClN₃O₄S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
87%	With chloro-trimethyl-silane In N,N-dimethyl-formamide Heating;

Reference： [1]Ryabukhin, Sergey V.; Plaskon, Audrey S.; Volochnyuk, Dmitriy M.; Shivanyuk, Alexander N.; Tolmachev, Andrey A. [Synthesis, 2007, # 18, p. 2872 - 2886]

25
[ 1851-09-8 ]
[ 5499-70-7 ]
C₂₄H₂₃ClN₄O₂S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
79%	With chloro-trimethyl-silane In N,N-dimethyl-formamide Heating;

Reference： [1]Ryabukhin, Sergey V.; Plaskon, Audrey S.; Volochnyuk, Dmitriy M.; Shivanyuk, Alexander N.; Tolmachev, Andrey A. [Synthesis, 2007, # 18, p. 2872 - 2886]

26
[ 1851-09-8 ]
[ 326008-59-7 ]
C₂₃H₂₀ClN₃O₂S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
62%	With chloro-trimethyl-silane In N,N-dimethyl-formamide Heating;

Reference： [1]Ryabukhin, Sergey V.; Plaskon, Audrey S.; Volochnyuk, Dmitriy M.; Shivanyuk, Alexander N.; Tolmachev, Andrey A. [Synthesis, 2007, # 18, p. 2872 - 2886]

27
[ 1851-09-8 ]
2-[(4-chlorophenyl)sulfonyl]methylidene}-3-(2-oxo-2-phenylethyl)thiazolidin-4-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 83 percent / pyridine / 10 h / Heating 2: 90 percent / K₂CO₃ / dimethylformamide / 20 °C

Reference： [1]Tverdokhlebov, Anton V.; Andrushko, Alexander P.; Tolmachev, Andrey A. [Synthesis, 2006, # 9, p. 1433 - 1436]

28
[ 1851-09-8 ]
3-[2-(4-chlorophenyl)-2-oxoethyl]-2-[(4-chlorophenyl)sulfonyl]methylidene}thiazolidin-4-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 83 percent / pyridine / 10 h / Heating 2: 90 percent / K₂CO₃ / dimethylformamide / 20 °C

Reference： [1]Tverdokhlebov, Anton V.; Andrushko, Alexander P.; Tolmachev, Andrey A. [Synthesis, 2006, # 9, p. 1433 - 1436]

29
[ 1851-09-8 ]
3-[2-(4-bromophenyl)-2-oxoethyl]-2-[(4-chlorophenyl)sulfonyl]methylidene}thiazolidin-4-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 83 percent / pyridine / 10 h / Heating 2: 89 percent / K₂CO₃ / dimethylformamide / 20 °C

Reference： [1]Tverdokhlebov, Anton V.; Andrushko, Alexander P.; Tolmachev, Andrey A. [Synthesis, 2006, # 9, p. 1433 - 1436]

30
[ 1851-09-8 ]
7-(4-chlorophenyl)sulfonyl-2-(dimethylamino)methylidene-5-(phenylcarbonyl)pyrrolo[2,1-b]thiazol-3(2H)-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 83 percent / pyridine / 10 h / Heating 2: 90 percent / K₂CO₃ / dimethylformamide / 20 °C 3: 63 percent / POCl₃ / 2 h / 60 - 70 °C

Reference： [1]Tverdokhlebov, Anton V.; Andrushko, Alexander P.; Tolmachev, Andrey A. [Synthesis, 2006, # 9, p. 1433 - 1436]

31
[ 1851-09-8 ]
5-(4-bromophenyl)carbonyl-7-(4-chlorophenyl)sulfonyl-2-[(dimethylamino)methylidene]pyrrolo[2,1-b]thiazol-3(2H)-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 83 percent / pyridine / 10 h / Heating 2: 89 percent / K₂CO₃ / dimethylformamide / 20 °C 3: 59 percent / POCl₃ / 2 h / 60 - 70 °C

Reference： [1]Tverdokhlebov, Anton V.; Andrushko, Alexander P.; Tolmachev, Andrey A. [Synthesis, 2006, # 9, p. 1433 - 1436]

32
[ 1851-09-8 ]
5-(4-chlorophenyl)carbonyl-7-(4-chlorophenyl)sulfonyl-2-[(dimethylamino)methylidene]pyrrolo[2,1-b]thiazol-3(2H)-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 83 percent / pyridine / 10 h / Heating 2: 90 percent / K₂CO₃ / dimethylformamide / 20 °C 3: 58 percent / POCl₃ / 2 h / 60 - 70 °C

Reference： [1]Tverdokhlebov, Anton V.; Andrushko, Alexander P.; Tolmachev, Andrey A. [Synthesis, 2006, # 9, p. 1433 - 1436]

33
[ 1851-09-8 ]
[ 32083-31-1 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: ZnCl₂, Ac₂O / 120 - 130 °C 2: NH₃ / tetrahydrofuran
	Multi-step reaction with 2 steps 1: AcOH / Heating 2: NH₃ / ethanol

Reference： [1]Neplyuev,V.M.; Sinenko,T.A. [Journal of Organic Chemistry USSR (English Translation), 1978, vol. 14, p. 1811 - 1816][Zhurnal Organicheskoi Khimii, 1978, vol. 14, # 9, p. 1953 - 1958]
[2]Santilli,A.A. et al. [Journal of Heterocyclic Chemistry, 1971, vol. 8, p. 975 - 982]

34
[ 1851-09-8 ]
2-(4-Chlorophenylsulfonyl)-3-(pyridin-3-ylamino)-3-(1,2,2-trimethylpropylamino)-2-propenenitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: potassium carbonate / acetone / 4 h / 20 °C 1.2: 16 percent / acetone / 16 h / 20 °C 2.1: 58 percent / 22 h / 100 °C

Reference： [1]Tagmose, Tina M.; Zaragoza, Florencio; Boonen, Harrie C. M.; Worsaae, Anne; Mogensen, John P.; Nielsen, Flemming E.; Jensen, Anette Frost; Hansen, John Bondo [Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 6, p. 931 - 940]

35
[ 1851-09-8 ]
2-(4-Chlorophenylsulfonyl)-3-(3,5-dichlorophenylamino)-3-(1,2,2-trimethylpropylamino)-2-propenenitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: potassium carbonate / acetone / 17 h / 20 °C 1.2: 86 percent / acetone / 0.75 h / 20 °C 2.1: 60 percent / 22 h / 100 °C

Reference： [1]Tagmose, Tina M.; Zaragoza, Florencio; Boonen, Harrie C. M.; Worsaae, Anne; Mogensen, John P.; Nielsen, Flemming E.; Jensen, Anette Frost; Hansen, John Bondo [Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 6, p. 931 - 940]

36
[ 1851-09-8 ]
2-(4-Chlorophenylsulfonyl)-3-(3,5-dimethoxyphenylamino)-3-(1,1-dimethylpropylamino)-2-propenenitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: potassium carbonate / acetone / 2.25 h / 20 °C 1.2: 65 percent / acetone / 4 h / 20 °C 2.1: 36 percent / acetonitrile / 17 h / 100 °C

Reference： [1]Tagmose, Tina M.; Zaragoza, Florencio; Boonen, Harrie C. M.; Worsaae, Anne; Mogensen, John P.; Nielsen, Flemming E.; Jensen, Anette Frost; Hansen, John Bondo [Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 6, p. 931 - 940]

37
[ 1851-09-8 ]
2-(4-Chlorophenylsulfonyl)-3-(3,5-dichlorophenylamino)-3-(1,1-dimethylpropylamino)-2-propenenitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: potassium carbonate / acetone / 17 h / 20 °C 1.2: 86 percent / acetone / 0.75 h / 20 °C 2.1: 17 percent / 40 h / 50 - 80 °C

Reference： [1]Tagmose, Tina M.; Zaragoza, Florencio; Boonen, Harrie C. M.; Worsaae, Anne; Mogensen, John P.; Nielsen, Flemming E.; Jensen, Anette Frost; Hansen, John Bondo [Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 6, p. 931 - 940]

38
[ 1851-09-8 ]
(E)-2-(4-Chloro-benzenesulfonyl)-3-cyclobutylamino-3-(3,5-dichloro-phenylamino)-acrylonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: potassium carbonate / acetone / 17 h / 20 °C 1.2: 86 percent / acetone / 0.75 h / 20 °C 2.1: 49 percent / acetonitrile / 40 h / 100 °C

Reference： [1]Tagmose, Tina M.; Zaragoza, Florencio; Boonen, Harrie C. M.; Worsaae, Anne; Mogensen, John P.; Nielsen, Flemming E.; Jensen, Anette Frost; Hansen, John Bondo [Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 6, p. 931 - 940]

39
[ 1851-09-8 ]
2-(4-Chlorophenylsulfonyl)-3-(3,5-dimethoxyphenylamino)-3-cyclobutylamino-2-propenenitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: potassium carbonate / acetone / 2.25 h / 20 °C 1.2: 65 percent / acetone / 4 h / 20 °C 2.1: 83 percent / acetonitrile / 17 h / 100 °C

Reference： [1]Tagmose, Tina M.; Zaragoza, Florencio; Boonen, Harrie C. M.; Worsaae, Anne; Mogensen, John P.; Nielsen, Flemming E.; Jensen, Anette Frost; Hansen, John Bondo [Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 6, p. 931 - 940]

40
[ 1851-09-8 ]
(E)-3-(Benzo[1,3]dioxol-5-ylamino)-2-(4-chloro-benzenesulfonyl)-3-(1,1-dimethyl-propylamino)-acrylonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: potassium carbonate / acetone / 60 h / 20 °C 1.2: 94 percent / acetone / 1.5 h / 20 °C 2.1: 26 percent / 17 h / 100 °C

Reference： [1]Tagmose, Tina M.; Zaragoza, Florencio; Boonen, Harrie C. M.; Worsaae, Anne; Mogensen, John P.; Nielsen, Flemming E.; Jensen, Anette Frost; Hansen, John Bondo [Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 6, p. 931 - 940]

41
[ 1851-09-8 ]
(E)-3-(3,5-Bis-trifluoromethyl-phenylamino)-2-(4-chloro-benzenesulfonyl)-3-propylamino-acrylonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: potassium carbonate / acetone / 4.5 h / 20 °C 1.2: 82 percent / acetone / 2 h / 20 °C 2.1: 65 percent / 19 h / 75 °C

Reference： [1]Tagmose, Tina M.; Zaragoza, Florencio; Boonen, Harrie C. M.; Worsaae, Anne; Mogensen, John P.; Nielsen, Flemming E.; Jensen, Anette Frost; Hansen, John Bondo [Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 6, p. 931 - 940]

42
[ 1851-09-8 ]
(E)-3-(3,5-Bis-trifluoromethyl-phenylamino)-2-(4-chloro-benzenesulfonyl)-3-(3-methyl-butylamino)-acrylonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: potassium carbonate / acetone / 4.5 h / 20 °C 1.2: 82 percent / acetone / 2 h / 20 °C 2.1: 55 percent / 18 h / 80 °C

Reference： [1]Tagmose, Tina M.; Zaragoza, Florencio; Boonen, Harrie C. M.; Worsaae, Anne; Mogensen, John P.; Nielsen, Flemming E.; Jensen, Anette Frost; Hansen, John Bondo [Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 6, p. 931 - 940]

43
[ 1851-09-8 ]
(E)-3-(3,5-Bis-trifluoromethyl-phenylamino)-2-(4-chloro-benzenesulfonyl)-3-((R)-1,2,2-trimethyl-propylamino)-acrylonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: potassium carbonate / acetone / 4.5 h / 20 °C 1.2: 82 percent / acetone / 2 h / 20 °C 2.1: 48 percent / 17 h / 75 °C

Reference： [1]Tagmose, Tina M.; Zaragoza, Florencio; Boonen, Harrie C. M.; Worsaae, Anne; Mogensen, John P.; Nielsen, Flemming E.; Jensen, Anette Frost; Hansen, John Bondo [Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 6, p. 931 - 940]

44
[ 1851-09-8 ]
(E)-3-(3,5-Bis-trifluoromethyl-phenylamino)-2-(4-chloro-benzenesulfonyl)-3-((S)-1,2,2-trimethyl-propylamino)-acrylonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: potassium carbonate / acetone / 4.5 h / 20 °C 1.2: 82 percent / acetone / 2 h / 20 °C 2.1: 11 percent / 20 h / 80 °C

Reference： [1]Tagmose, Tina M.; Zaragoza, Florencio; Boonen, Harrie C. M.; Worsaae, Anne; Mogensen, John P.; Nielsen, Flemming E.; Jensen, Anette Frost; Hansen, John Bondo [Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 6, p. 931 - 940]

45
[ 1851-09-8 ]
[ 360071-51-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 82 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / ethanol / 16 h / 20 °C 2: 68 percent / pyridine / acetonitrile / 0.5 h / Heating

Reference： [1]Stephens, Chad E.; Felder, Takita M.; Sowell Sr., J. Walter; Andrei, Graciela; Balzarini, Jan; Snoeck, Robert; De Clercq, Erik [Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 5, p. 1123 - 1132]

46
[ 1851-09-8 ]
N-[5-bromo-3-(4-chloro-benzenesulfonyl)-thiophen-2-yl]-acetamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 82 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / ethanol / 16 h / 20 °C 2: 68 percent / pyridine / acetonitrile / 0.5 h / Heating 3: 75 percent / N-bromosuccinimide / CH₂Cl₂ / Heating

Reference： [1]Stephens, Chad E.; Felder, Takita M.; Sowell Sr., J. Walter; Andrei, Graciela; Balzarini, Jan; Snoeck, Robert; De Clercq, Erik [Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 5, p. 1123 - 1132]

47
[ 1851-09-8 ]
N-[3-(4-chloro-benzenesulfonyl)-5-nitro-thiophen-2-yl]-acetamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 82 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / ethanol / 16 h / 20 °C 2: 68 percent / pyridine / acetonitrile / 0.5 h / Heating 3: 71 percent / acetic anhydride; acetyl nitrate / 1 h / 20 °C

Reference： [1]Stephens, Chad E.; Felder, Takita M.; Sowell Sr., J. Walter; Andrei, Graciela; Balzarini, Jan; Snoeck, Robert; De Clercq, Erik [Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 5, p. 1123 - 1132]

48
[ 1851-09-8 ]
[ 360071-53-0 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 82 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / ethanol / 16 h / 20 °C 2: 78 percent / pyridine / acetonitrile / 18 h / 20 °C

Reference： [1]Stephens, Chad E.; Felder, Takita M.; Sowell Sr., J. Walter; Andrei, Graciela; Balzarini, Jan; Snoeck, Robert; De Clercq, Erik [Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 5, p. 1123 - 1132]

49
[ 1851-09-8 ]
N-[5-bromo-3-(4-chloro-benzenesulfonyl)-thiophen-2-yl]-2,2,2-trifluoro-acetamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 82 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / ethanol / 16 h / 20 °C 2: 78 percent / pyridine / acetonitrile / 18 h / 20 °C 3: 85 percent / N-bromosuccinimide / CH₂Cl₂ / 0.75 h / Heating

Reference： [1]Stephens, Chad E.; Felder, Takita M.; Sowell Sr., J. Walter; Andrei, Graciela; Balzarini, Jan; Snoeck, Robert; De Clercq, Erik [Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 5, p. 1123 - 1132]

50
[ 1851-09-8 ]
N-[3-(4-chloro-benzenesulfonyl)-5-iodo-thiophen-2-yl]-2,2,2-trifluoro-acetamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 82 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / ethanol / 16 h / 20 °C 2: 78 percent / pyridine / acetonitrile / 18 h / 20 °C 3: 56 percent / iodine; silver nitrate / acetonitrile / 0.33 h / 20 °C

Reference： [1]Stephens, Chad E.; Felder, Takita M.; Sowell Sr., J. Walter; Andrei, Graciela; Balzarini, Jan; Snoeck, Robert; De Clercq, Erik [Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 5, p. 1123 - 1132]

51
[ 1851-09-8 ]
N-[3-(4-chloro-benzenesulfonyl)-thiophen-2-yl]-2,2,3,3,4,4,4-heptafluoro-butyramide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 82 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / ethanol / 16 h / 20 °C 2: 60 percent / pyridine / acetonitrile / 18 h / 20 °C

Reference： [1]Stephens, Chad E.; Felder, Takita M.; Sowell Sr., J. Walter; Andrei, Graciela; Balzarini, Jan; Snoeck, Robert; De Clercq, Erik [Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 5, p. 1123 - 1132]

52
[ 1851-09-8 ]
[ 112381-94-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 1. sodium bicarbonate / 1. ethanol, toluene, reflux, 1 h; 2. reflux, 1.5 h 2: 68 percent / 1percent NaOH / H₂O / 1 h / 80 °C
	Multi-step reaction with 2 steps 1: aq. ethanol; toluene / 1 h / Heating 2: 68 percent / NaOH / aq. ethanol / 1 h / 80 °C

Reference： [1]Ross; Vishwakarma; Sowell Sr. [Journal of Heterocyclic Chemistry, 1987, vol. 24, # 3, p. 661 - 665]
[2]Ross; Sowell Sr. [Journal of Heterocyclic Chemistry, 1987, vol. 24, # 3, p. 757 - 765]

53
[ 1851-09-8 ]
[ 18527-41-8 ]

Yield	Reaction Conditions	Operation in experiment
75%	With sodium azide; triethylamine hydrochloride In DMF (N,N-dimethyl-formamide) at 80℃; for 16h;	192 Example 192: 5-(4-Chlorobenzenesulfonylmethyl)-1H-tetrazole Example 192: 5-(4-Chlorobenzenesulfonylmethyl)-1H-tetrazole To an N,N-dimethylformamide (100 ml) solution of 4-chlorophenylsulfonylacetonitrile (2.81 g, 13.0 mmol) and triethylamine hydrochloride (4.24 g, 65.2 mmol) was added sodium azide (10.8 g, 78.2 mmol) and the mixture was stirred at 80°C for 16 hours.. The reaction mixture was then cooled to room temperature.. ethyl acetate was added and the mixture was washed with a saturated aqueous solution of ammonium chloride.. The organic layer was dried over anhydrous sodium sulfate.. After filtration, the filtrate was concentrated under reduced pressure.. The resulting solid was washed with diethyl ether and then, collected by filtration, whereby the title compound (2.53 g, 9.78 mmol, 75%) was obtained as a white solid.1H-NMR (400MHz, CD3OD) δ: 5.02(2H,s), 7.62(1H,d,J=8.6Hz), 7.73(2H,d,J=8.6Hz). MS m/z: 300 (M++H+CH3CN).

Reference： [1]Current Patent Assignee: DAIICHI SANKYO COMPANY, LIMITED - EP1466898, 2004, A1 Location in patent: Page 140

54
[ 1851-09-8 ]
[ 14035-33-7 ]
[ 797035-86-0 ]

Yield	Reaction Conditions	Operation in experiment
2%	With ammonium acetate In toluene for 12h; Heating / reflux;	7.A Example 7 (General procedure (B)); (E/Z)-2- (4-CHLORO-BENZENESULFONYL)-3- (3, 5-DI-TERT-BUTYL-4-HYDROXY-PHENYL)-BUT-2- enenitrile; Step A To a solution of the appropriate carbonylcompound I (1 mmole) in toluene 10 ML, the appropriate SULFONYLCOMPOUND 11 (1 MMOLE) and ammonium acetate (1 MMOLE) was added. The reaction mixture was heated at reflux for 12 hours with continuous separation of water. The products III were isolated either by Step A: Aquae's work up followed by column chromatography or Step C: Aqua's work up followed by CRYSTALLISATION; The title compound was prepared from 3, 5-di-tert-butyl-hydroxyacetophenone and 4- CHLORO-BENZENESULFONYL ACETONITRILE in 2 % yield. 'H NMR (CDCI3) : (E) S ppm 1.43 (s, 18 H) 2.69 (s, 3 H) 5.66 (m, 1 H) 7.33 (s, 2 H) 7.59 (d, J=9.04 Hz, 2 H) 8.00 (d, J=8.67 Hz, 2 H) ;'H NMR (CDCI3) : (Z) 3 ppm 1.41 (s, 18 H) 2.51 (m, 3 H) 5.55 (s, 1 H) 6.92 (s, 2 H) 7.26 (d, 2 H) 7.39 (d, 2 H); HPLC-MS (Method A): m/z = 468 (M+23); Rt = 5.6 min.

Reference： [1]Current Patent Assignee: VTV THERAPEUTICS INC. - WO2004/101505, 2004, A1 Location in patent: Page 33; 38

55
[ 1851-09-8 ]
[ 5059-30-3 ]
2-(4-chlorobenzenesulfonyl)-3-(2-chloro-1H-indol-3-yl)acrylonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
35%	With piperidine In ethanol for 12h; Heating / reflux;	1 To a solution of the appropriate carbonylcompound (1 mmole) in ethanol 4 ml, the appropriate activated methylen compound (1 mmole) and a catalytic amount of piperidine (0.1 mmole) was added. The reaction mixture was heated at reflux for12 hours. The products were isolated either by, Step A: cooling filtration and crystallisation or Step B: Evaporation of solvent followed by column chromatography

Reference： [1]Current Patent Assignee: VTV THERAPEUTICS INC. - WO2005/51908, 2005, A1 Location in patent: Page/Page column 36

56
[ 1196-69-6 ]
[ 1851-09-8 ]
2-(4-chlorobenzenesulfonyl)-3-(1H-indol-5-yl)acrylonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88%	With piperidine In ethanol at 80℃; for 12h;	1 Example 1; 2-(4-Chlorobenzenesulfonyl)-3-(1 H-indol-5-yl)acrylonitrile; 5-Formylindole (250 mg, 1.72 mmol) was dissolved in ethanol 3 ml, and 4- chlorophenylsulfonylacetonitrile (557 mg, 2.58 mmol), and piperidine (0.009 ml, 0.09 mmol) were added. The mixture was stirred at 80 °C for 12 hours. The reaction mixture was allowed to cool to room temperature, and a yellow powder was collected by filtration. The powder was washed with cold ethanol, and dried to afford 523 mg of the title compound in 88% yield. ¹H NMR (DMSO-d6) : No. ppm: 6.66 (s, 1 H) 7.54 (dd, 1 H) 7.60 (d, 1 H) 7.82 (d, 2 H) 7.86 (dd, 1 H) 8.03 (d, 2 H) 8.37 (s, 1 H) 8.55 (s, 1 H) 11.79 (br s, 1 H) ; HPLC-MS (Method A): m/z = 343 (M+1 ), 365 (M+23) ; Rt = 4.322 min.

Reference： [1]Current Patent Assignee: VTV THERAPEUTICS INC. - WO2005/105785, 2005, A2 Location in patent: Page/Page column 28

57
[ 17452-27-6 ]
[ 1851-09-8 ]
[ 74-88-4 ]
2-(4-Chlorophenylsulfonyl)-3-methylsulfanyl-3-(pyridin-3-ylamino)-2-propenenitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
294 mg (16%)	With potassium carbonate In ethyl acetate; acetone	6.1 1 1 2-(4-Chlorophenylsulfonyl)-3-methylsulfanyl-3-(pyridin-3-ylamino)-2-propenenitrile To a solution of 4-chlorophenylsulfonylacetonitrile (1.00 g, 4.6 mmol) in dry acetone (10 ml) first dry potassium carbonate (1.28 g, 9.3 mmol) and then pyridin-3-yl isothiocyanate (0.663 g, 4.9 mmol) were added. The resulting mixture was stirred at room temperature under nitrogen for 4 h, and then filtered. To the filtrate methyl iodide (0.315 ml, 5.1 mmcl) was added. The mixture was stirred at room temperature for 16 h. The reaction mixture was concentrated and the residue was taken up into ethyl acetate and water. The organic layer was washed with 1N aqueous HCl (2X). The organic phase was dried (sodium sulfate) and concentrated. The residue was purified by flash chromatography using heptanelethyl acetate 1:2 as eluent and recrystallisation in ethyl acetate to give 294 mg (16%) of the title compound. Mp 181-182° C. 1H NMR (300 MHz, CDCl3): δ=2.20 (s, 3H), 7.36 (dd, 1H), 7.54 (dm, 2H), 7.6 (m, 1H), 7.88 (dm, 2H), 8.55 (m, 2H), 9.85 (br s, 1H); El SP/MS: 365 (M+).

Reference： [1]Current Patent Assignee: NOVO NORDISK A/S - US2001/25111, 2001, A1

58
[ 1851-09-8 ]
[ 113504-93-1 ]
[ 74-88-4 ]
3-(Benzo[1,3]dioxol-5-ylamino)-2-(4-chlorophenylsulfonyl)-3-methylsulfanyl-2-propenenitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1.12 g (59%)	With potassium carbonate In acetone	8.1 1 1 3-(Benzo[1,3]dioxol-5-ylamino)-2-(4-chlorophenylsulfonyl)-3-methylsulfanyl-2-propenenitrile To a solution of 4-chlorophenylsulfonylacetonitrile (1.00 g, 4.64 mmol) in dry acetone (10 ml) first dry potassium carbonate (1.28 g, 9.3 mmol) and then 3,4-methylenedioxyphenyl isothio-cyanate (0.87 g, 4.9 mmol) were added. The resulting mixture was stirred at room temperature under nitrogen for 4 h, and then filtered. To the filtrate methyl iodide (0.86 ml, 13.9 mmol) was added. The mixture was stirred at room temperature for 50 min.. Then pH was adjusted to 1 with 1N aqueous HCl. The precipitate was filtered off and washed with water to give 1.12 g (59%) of the title compound. Mp 196-200° C. 1H NMR (200 MHz, CDCl3): δ=2.22 (s, 3H), 6.05 (s, 2H), 6.68 (m, 2H), 6.80 (d, 1H), 7.53 (d, 2H), 7.87 (d, 2H), 9.80 (br s, 1H); El SP/MS: 408 (M+).
1.12 g (59%)	With potassium carbonate In acetone	27.1 1 1 3-(Benzo[1,3]dioxol-5-ylamino)-2-(4-chlorophenylsulfonyl)-3-methylsulfanyl-2-propenenitrile To a solution of 4-chlorophenylsulfonylacetonitrile (1.00 g, 4.64 mmol) in dry acetone (10 ml) first dry potassium carbonate (1.28 g, 9.3 mmol) and then 3,4-methylenedioxyphenyl isothiocyanate (0.87 g, 4.9 mmol) were added. The resulting mixture was stirred at room temperature under nitrogen for 4 h, and then filtered. To the filtrate methyl iodide (0.86 ml, 13.9 mmol) was added. The mixture was stirred at room temperature for 50 min.. Then pH was adjusted to 1 with 1N aqueous HCl. The precipitate was filtered off and washed with water to give 1.12 g (59%) of the title compound. Mp 196-200° C. (decomp.); 1H NMR (200 MHz, CDCl3): δ=2.22 (s, 3H), 6.05 (s, 2H), 6.68 (m, 2H), 6.80 (d, 1H), 7.53 (d, 2H), 7.87 (d, 2H), 9.80 (br s, 1H); El SP/MS: 408 (M+).

Reference： [1]Current Patent Assignee: NOVO NORDISK A/S - US2001/25111, 2001, A1
[2]Current Patent Assignee: NOVO NORDISK A/S - US2001/25111, 2001, A1

Type	HazMat fee for 500 gram (Estimated)
Excepted Quantity	USD 0.00
Limited Quantity	USD 15-60
Inaccessible (Haz class 6.1), Domestic	USD 80+
Inaccessible (Haz class 6.1), International	USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic	USD 100+
Accessible (Haz class 3, 4, 5 or 8), International	USD 200+

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

CAS No. :	1851-09-8	MDL No. :	MFCD00045626
Formula :	C₈H₆ClNO₂S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	HAQGVGPNKGGSMK-UHFFFAOYSA-N
M.W :	215.66 g/mol	Pubchem ID :	735829
Synonyms :

Num. heavy atoms :	13
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.12
Num. rotatable bonds :	2
Num. H-bond acceptors :	3.0
Num. H-bond donors :	0.0
Molar Refractivity :	49.1
TPSA :	66.31 Å²

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.5 cm/s

[ CAS No. 1851-09-8 ]

Quality Control of [ 1851-09-8 ]

Related Doc. of [ 1851-09-8 ]

Product Details of [ 1851-09-8 ]

Calculated chemistry of [ 1851-09-8 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 1851-09-8 ]

Application In Synthesis of [ 1851-09-8 ]

[ 1851-09-8 ] Synthesis Path-Downstream 1~58

Related Functional Groups of
[ 1851-09-8 ]

Aryls

Chlorides

Sulfones

Nitriles

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Log Po/w (iLOGP) :	1.11
Log Po/w (XLOGP3) :	1.57
Log Po/w (WLOGP) :	2.72
Log Po/w (MLOGP) :	1.47
Log Po/w (SILICOS-IT) :	1.62
Consensus Log Po/w :	1.7

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Log S (ESOL) :	-2.38
Solubility :	0.908 mg/ml ; 0.00421 mol/l
Class :	Soluble
Log S (Ali) :	-2.57
Solubility :	0.577 mg/ml ; 0.00267 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.44
Solubility :	0.079 mg/ml ; 0.000366 mol/l
Class :	Soluble

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.23

Signal Word:	Danger	Class:	6.1
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P310+P330-P302+P352+P312+P361+P364-P304+P340+P311-P305+P351+P338+P337+P313-P403+P233-P405-P501	UN#:	3439
Hazard Statements:	H301+H311+H331-H315-H319	Packing Group:	Ⅲ
GHS Pictogram:

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

[ CAS No. 1851-09-8 ]

Quality Control of [ 1851-09-8 ]

Related Doc. of [ 1851-09-8 ]

Product Details of [ 1851-09-8 ]

Calculated chemistry of [ 1851-09-8 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 1851-09-8 ]

Application In Synthesis of [ 1851-09-8 ]

[ 1851-09-8 ] Synthesis Path-Downstream 1~58

Related Functional Groups of [ 1851-09-8 ]

Aryls

Chlorides

Sulfones

Nitriles

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 1851-09-8 ]