Home Cart Sign in  
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

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+
Chemical Structure| 868962-24-7 Chemical Structure| 868962-24-7

Structure of 868962-24-7

Chemical Structure| 868962-24-7

*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

US 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) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

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

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

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

Alternative Products

Product Details of [ 868962-24-7 ]

CAS No. :868962-24-7
Formula : C8H6ClNO4S
M.W : 247.66
SMILES Code : O=S(C1=CC=C2NC(COC2=C1)=O)(Cl)=O
MDL No. :MFCD19200096

Safety of [ 868962-24-7 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314
Precautionary Statements:P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P405-P501
Class:8
UN#:3261
Packing Group:

Application In Synthesis of [ 868962-24-7 ]

* 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.

  • Downstream synthetic route of [ 868962-24-7 ]

[ 868962-24-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 26215-14-5 ]
  • [ 868962-24-7 ]
YieldReaction ConditionsOperation in experiment
52% Synthesis of 3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-sulfonyl Chloride Into a 2 L 3-necked round-bottom flask, was placed a solution of 7-amino-2H-benzo[b][1,4]oxazin-3(4H)-one (13.5 g, 78.20 mmol, 1.00 equiv, 95%) in CH3CN (1 L). To the above was added HOAc (100 g) dropwise with stirring, while cooling to a temperature of 0 C. To the above was added HCl (50 g, 36.5%) dropwise with stirring, while cooling to a temperature of 0 C. To the above was added NaNO2 (6.25 g, 90.58 mmol, 1.00 equiv) in several batches, while cooling to a temperature of 0 C. The resulting solution was allowed to react, with stirring, for 60 min while the temperature was maintained at 0 C. in a bath of H2O/ice. This was followed by and maintained with an atmosphere of SO2, the resulting solution was allowed to react, with stirring, for an additional 2 h while the temperature was maintained at 0 C. in a bath of H2O/ice. To the mixture was added CuCl2.2H2O (14 g, 82.12 mmol, 1.00 equiv), while cooling to a temperature of 0 C. The resulting solution was allowed to react, with stirring, maintained with an atmosphere of sulfur dioxide for an additional 2 h while the temperature was maintained at 0 C. in a bath of H2O/ice. The resulting solution was allowed to react, with stirring, overnight while the temperature was maintained at room temperature. The reaction progress was monitored by TLC (PE:EtOAc=1:1). The reaction mixture was then quenched by the adding 1 L of H2O/ice. The resulting solution was extracted 4 times with 2 L of dichloromethane and the organic layers combined. The resulting mixture was washed 5 times with 1 L of brine. The mixture was dried over MgSO4. A filtration was performed. The filtrate was concentrated by evaporation under vacuum using a rotary evaporator to a small volume. A filtration was performed. After filtrated and washed with dichloromethane, this resulted in 10.05 g (52%) of 3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-sulfonyl chloride as a yellow solid. LC-MS (m/z): [M+H]+ calcd for C8H7ClNO4S: 248, found: 248 1H NMR (300MHz, CDCl3, δ) 4.74 (2H, s), 6.98 (1H, d), 7.66 (1H, s), 7.70 (1H, d), 8.00 (1H, s).
11% Hydrochloric acid (16.2 g) was added dropwise to a solution of 7-amino-2H-benzo[b][1,4]oxazin- 3(4H)-one (29.0 mmol) and acetic acid (24.9 g) in acetonitrile (200 mL) at 0 C. A solution of sodium nitrite (36.5 mmol) in water (2 mL) was subsequently added dropwise and the reaction mixture was maintained for 30 min at 0 C. Sulfur dioxide gas was passed through the reaction mixture at 0 C for 2 h whereupon solid copper(II) chloride dihydrate (30.0 mmol) was added. Sulfur dioxide gas was passed through the reaction mixture for an additional 2 h and the reaction mixture was allowed to warm to rt and <n="121"/>was maintained for 16 h. The reaction mixture was diluted with ice water (200 mL) and the resulting mixture was extracted with ethyl acetate (500 mL). The organic layer was washed with brine (3 x 200 mL), dried (magnesium sulfate), and concentrated. The residue was diluted with dichloromethane (100 mL), the insoluble solids were removed by filtration, and the filtrate was concentrated to provide 3-oxo- 3,4-dihydro-2H-benzo[b][1,4]oxazine-7-sulfonyl chloride in 11% yield as a yellow solid. Data: 1HNMR (400MHz,CDCl3) δ 4.73 (s, 2H), 7.00 (m, 1H), 7.28 (d, 1H), 7.71 (d, 1H), 8.27 (s, 1H).
11% 2. Synthesis of 3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-sulfonyl chloride Into a 500 mL 3-necked round-bottom flask was placed a solution of 7-amino-2H-benzo[b][1,4]oxazin-3(4H)-one (5 g, 28.96 mmol) in CH3CN (200 mL). To the above was added acetic acid (24.9 g) dropwise with stirring, while cooling to a temperature of 0 C. To the above was added HCl (16.2 g) dropwise with stirring, while cooling to a temperature of 0 C. This was followed by the addition of a solution of NaNO2 (2.52 g, 36.52 mmol) in H2O (2 mL), which was added dropwise with stirring, while cooling to a temperature of 0 C. The resulting solution was allowed to react, with stirring, for 30 minutes while the temperature was maintained at 0--5 C. in a bath of H2O/ice. This was followed by and maintained with an atmosphere of sulfur dioxide, the resulting solution was allowed to react, with stirring, for an additional 2 hours while the temperature was maintained at 0--5 C. in a bath of H2O/ice. To the mixture was added CuCl2.2 H2O (5.11 g, 29.97 mmol), while cooling to a temperature of 0-5 C. The resulting solution was allowed to react, with stirring, maintained with an atmosphere of sulfur dioxide for an additional 2 hours while the temperature was maintained at 0--5 C. in a bath of H2O/ice. The resulting solution was allowed to react, with stirring, overnight while the temperature was maintained at room temperature. The reaction progress was monitored by TLC (ethyl acetate/petroleum ether=1:1). The reaction mixture was then quenched by the adding 200 mL of H2O/ice. The resulting solution was extracted one time with 500 mL of ethyl acetate and the organic layers combined. Then the mixture was washed 3 times with 200 mL of brine. The mixture was dried over MgSO4 and concentrated by evaporation under vacuum using a rotary evaporator. The residue was dissolved in 100 mL of CH2Cl2. A filtration was performed. The filtrate was concentrated by evaporation under vacuum using a rotary evaporator. This resulted in 0.9 g (11%) of 3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-sulfonyl chloride as a yellow solid. 1H NMR (400 MHz, CDCl3) δ: 4.73 (s, 2H), 7.00(m, 1H), 7.28(d, 1H), 7.71(d, 1H), 8.27(s, 1H).
11% Into a 500 mL 3-necked round-bottom flask was placed a solution of 7-amino-2H-benzo[b][1,4]oxazin-3(4H)-one (5 g, 28.96 mmol) in CH3CN (200 mL). To the above was added acetic acid (24.9 g) dropwise with stirring, while cooling to a temperature of 0 C. To the above was added HCl (16.2 g) dropwise with stirring, while cooling to a temperature of 0 C. This was followed by the addition of a solution of NaNO2 (2.52 g, 36.52 mmol) in H2O (2 mL), which was added dropwise with stirring, while cooling to a temperature of 0 C. The resulting solution was allowed to react, with stirring, for 30 minutes while the temperature was maintained at 0--5 C. in a bath of H2O/ice. This was followed by and maintained with an atmosphere of sulfur dioxide, the resulting solution was allowed to react, with stirring, for an additional 2 hours while the temperature was maintained at 0--5 C. in a bath of H2O/ice. To the mixture was added CuCl2.2 H2O (5.11 g, 29.97 mmol), while cooling to a temperature of 0-5 C. The resulting solution was allowed to react, with stirring, maintained with an atmosphere of sulfur dioxide for an additional 2 hours while the temperature was maintained at 0--5 C. in a bath of H2O/ice. The resulting solution was allowed to react, with stirring, overnight while the temperature was maintained at room temperature. The reaction progress was monitored by TLC (ethyl acetate/petroleum ether=1:1). The reaction mixture was then quenched by the adding 200 mL of H2O/ice. The resulting solution was extracted one time with 500 mL of ethyl acetate and the organic layers combined. Then the mixture was washed 3 times with 200 mL of brine. The mixture was dried over MgSO4 and concentrated by evaporation under vacuum using a rotary evaporator. The residue was dissolved in 100 mL of CH2Cl2. A filtration was performed. The filtrate was concentrated by evaporation under vacuum using a rotary evaporator. This resulted in 0.9 g (11%) of 3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-sulfonyl chloride as a yellow solid.1H NMR (400 MHz, CDCl3) δ: 4.73 (s, 2H), 7.00(m, 1H), 7.28(d, 1H), 7.71(d, 1H), 8.27(s, 1H).
11% 2. Synthesis of 3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-sulfonyl chloride; Hydrochloric acid (16.2 g) was added dropwise to a solution of 7-amino-2H-benzo[b][1,4]oxazin-3(4H)-one (29.0 mmol) and acetic acid (24.9 g) in acetonitrile (200 mL) at 0 C. A solution of sodium nitrite (36.5 mmol) in water (2 mL) was subsequently added dropwise and the reaction mixture was maintained for 30 min at 0 C. Sulfur dioxide gas was passed through the reaction mixture at 0 C. for 2 h whereupon solid copper(II) chloride dihydrate (30.0 mmol) was added. Sulfur dioxide gas was passed through the reaction mixture for an additional 2 h and the reaction mixture was allowed to warm to rt and was maintained for 16 h. The reaction mixture was diluted with ice water (200 mL) and the resulting mixture was extracted with ethyl acetate (500 mL). The organic layer was washed with brine (3×200 mL), dried (magnesium sulfate), and concentrated. The residue was diluted with dichloromethane (100 mL), the insoluble solids were removed by filtration, and the filtrate was concentrated to provide 3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-sulfonyl chloride in 11% yield as a yellow solid. Data: 1H NMR (400 MHz, CDCl3) δ 4.73 (s, 2H), 7.00 (m, 1H), 7.28 (d, 1H), 7.71 (d, 1H), 8.27 (s, 1H).
11% 2. Synthesis of 3-oxo-3,4-dihydro-2H-benzo[b1[l,41oxazine-7-sulfonyl chloride.Hydrochloric acid (16.2 g) was added dropwise to a solution of 7-amino-2H- benzo[b][l,4]oxazin-3(4H)-one (29.0 mmol) and acetic acid (24.9 g) in acetonitrile (200 mL) at 0 0C. A solution of sodium nitrite (36.5 mmol) in water (2 mL) was subsequently added dropwise and the reaction mixture was maintained for 30 min at 0 0C. Sulfur dioxide gas was passed through the reaction mixture at 0 0C for 2 h whereupon solid copper(II) chloride dihydrate (30.0 mmol) was added. Sulfur dioxide gas was passed through the reaction mixture for an additional 2 h and the reaction mixture was allowed to warm to rt and was maintained for 16 h. The reaction mixture was diluted with ice water (200 mL) and the resulting mixture was extracted with ethyl acetate (500 mL). The organic layer was washed with brine (3 x 200 mL), dried (magnesium sulfate), and concentrated. The residue was diluted with dichloromethane (100 mL), the insoluble solids were removed by filtration, and the filtrate was concentrated to provide 3-oxo-3,4-dihydro-2H-benzo[b][l,4]oxazine-7-sulfonyl chloride in 11% yield as a yellow solid. Data: 1HNMR (400MHz,CDCl3) δ 4.73 (s, 2H), 7.00 (m, IH), 7.28 (d, IH), 7.71 (d, IH), 8.27 (s, IH).
11% With hydrogenchloride; copper(II) choride dihydrate; sulfur dioxide; acetic acid; sodium nitrite; In water; acetonitrile; Hydrochloric acid (16.2 g) was added dropwise to a solution of 7-amino-2H-benzo[b][1,4]oxazin-3(4H)-one (29.0 mmol) and acetic acid (24.9 g) in acetonitrile (200 mL) at 0 C. A solution of sodium nitrite (36.5 mmol) in water (2 mL) was subsequently added dropwise and the reaction mixture was maintained for 30 min at 0 C. Sulfur dioxide gas was passed through the reaction mixture at 0 C. for 2 h whereupon solid copper(II) chloride dihydrate (30.0 mmol) was added. Sulfur dioxide gas was passed through the reaction mixture for an additional 2 h and the reaction mixture was allowed to warm to rt and was maintained for 16 h. The reaction mixture was diluted with ice water (200 mL) and the resulting mixture was extracted with ethyl acetate (500 mL). The organic layer was washed with brine (3×200 mL), dried (magnesium sulfate), and concentrated. The residue was diluted with dichloromethane (100 mL), the insoluble solids were removed by filtration, and the filtrate was concentrated to provide 3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-sulfonyl chloride in 11% yield as a yellow solid. Data: 1HNMR (400 MHz, CDCl3) δ 4.73 (s, 2H), 7.00 (m, 1H), 7.28 (d, 1H), 7.71 (d, 1H), 8.27 (s, 1H)
11% 2. Synthesis of 3-oxo-3,4-dihvdro-2H-benzo[b~iri,4"|oxazme-7-sulfonyl chloride.Hydrochloric acid (16.2 g) was added dropwise to a solution of 7-amino-2//- benzo[b][l,4]oxazin-3(4H)-one (29.0 mmol) and acetic acid (24.9 g) in acetonitrile (200 mL) at0 0C. A solution of sodium nitrite (36.5 mmol) in water (2 mL) was subsequently added dropwise and the reaction mixture was maintained for 30 min at 0 0C. Sulfur dioxide gas was passed through the reaction mixture at 0 0C for 2 h whereupon solid copper(II) chloride dihydrate(30.0 mmol) was added. Sulfur dioxide gas was passed through the reaction mixture for an additional 2 h and the reaction mixture was allowed to warm to rt and was maintained for 16 h.The reaction mixture was diluted with ice water (200 mL) and the resulting mixture was extracted with ethyl acetate (500 mL). The organic layer was washed with brine (3 x 200 mL), dried (magnesium sulfate), and concentrated. The residue was diluted with dichloromethane(100 mL), the insoluble solids were removed by filtration, and the filtrate was concentrated to provide 3-oxo-3,4-dihydro-2H-benzo[b][l,4]oxazine-7-sulfonyl chloride in 11% yield as a yellow solid. Data: 1HNMR (400MHz, CDCl3) δ 4.73 (s, 2H), 7.00 (m, IH), 7.28 (d, IH), 7.71(d, IH), 8.27 (s, IH).
11% Hydrochloric acid (16.2 g) was added dropwise to a solution of 7-amino-2H-benzo[b][1,4]oxazin-3(4H)-one (29.0 mmol) and acetic acid (24.9 g) in acetonitrile (200 mL) at 0 C. A solution of sodium nitrite (36.5 mmol) in water (2 mL) was subsequently added dropwise and the reaction mixture was maintained for 30 min at 0 C. Sulfur dioxide gas was passed through the reaction mixture at 0 C. for 2 h whereupon solid copper(II) chloride dihydrate (30.0 mmol) was added. Sulfur dioxide gas was passed through the reaction mixture for an additional 2 h and the reaction mixture was allowed to warm to rt and was maintained for 16 h. The reaction mixture was diluted with ice water (200 mL) and the resulting mixture was extracted with ethyl acetate (500 mL). The organic layer was washed with brine (3*200 mL), dried (magnesium sulfate), and concentrated. The residue was diluted with dichloromethane (100 mL), the insoluble solids were removed by filtration, and the filtrate was concentrated to provide 3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-sulfonyl chloride in 11% yield as a yellow solid. Data: 1H-NMR (400 MHz, CDCl3) δ 4.73 (s, 2H), 7.00 (m, 1H), 7.28 (d, 1H), 7.71 (d, 1H), 8.27 (s, 1H).
11% Into a 500 mL 3-necked round bottom flask was placed a solution of 7-amino-2H- benzo[b][l ,4]oxazin-3(4H)-one (5 g, 28.96 mmol) in CH3CN (200 mL). To the above was added acetic acid (24.9 g) dropwise with stirring, while cooling to a temperature of 0 0C. To the above was added HCl (16.2 g) dropwise with stirring, while cooling to a temperature of 0 0C. This was followed by the addition of a solution of NaNO2 (2.52 g, 36.52 mmol) in H2O (2 mL), which was added dropwise with stirring, while cooling to a temperature of 0 0C. The resulting solution was allowed to react, with stirring, for 30 minutes while the temperature was maintained at 0--5 0C in a bath of H2O /ice. This was followed by and maintained with an atmosphere of sulfur dioxide, the resulting solution was allowed to react, with stirring, for an additional 2 hours while the temperature was maintained at 0-5 C in a bath of H2O /ice. To the mixture was added CuCl2 .2 H2O (5.11 g, 29.97 mmol), while cooling to a temperature of 0-5 0C. The resulting solution was allowed to react, with stirring, maintained with an atmosphere of sulfur dioxide for an additional 2 hours while the temperature was maintained at 0-5 0C in a bath of H2O/ice. The resulting solution was allowed to react, with stirring, overnight while the temperature was maintained at room temperature. The reaction progress was monitored by TLC (petroleum ether/ethyl acetate = 1:1). The reaction mixture was then quenched by the adding 200 mL of H2O/ice. The resulting solution was extracted one time with 500 mL of ethyl acetate and the organic layers combined. Then the mixture was washed 3 times with 200 mL of brine. The mixture was dried over MgSO4 and concentrated by evaporation under vacuum using a rotary evaporator. The residue was dissolved in 100 mL of CH2Cl2. A filtration was performed. The filtrate was concentrated by evaporation under vacuum using a rotary evaporator. This resulted in 0.9 g (11%) of 3-oxo-3,4-diliydro-2H-benzo[b][l,4]oxazine-7-suhOnyl chloride as a yellow solid. 1HNMR (40OMHz5CDCl3) δ 4.73 (s, 2H), 7.00(m, IH), 7.28(d, 1H), 7.71 (d, IH), 8.27(s, 1H).

 

Historical Records