Production Method 1

4533-95-3

96-72-0

Reaction Conditions

1.1 Reagents: Ammonia Solvents: Water ;  1 h, rt

Reference

Preparation of aryleneheteroarylenes, bisarylenes, and biheteroarylenes end-capped with amino acid and peptide derivatives as inhibitors of hepatitis C virus replication for treating hepatitis C infection and liver fibrosis

, World Intellectual Property Organization, , ,

Production Method 2

4533-95-3

96-72-0

Reaction Conditions

1.1 Reagents: Pyridine ,  Ammonia Solvents: 1,4-Dioxane ;  50 °C

Reference

Preparation of aromatic sulfonamide derivatives as P2X4 antagonists or negative allosteric modulators useful for treating and preventing diseases

, World Intellectual Property Organization, , ,

Production Method 3

6283-25-6

96-72-0

Reaction Conditions

1.1 Reagents: Sodium nitrite ,  Hydrochloric acid Solvents: Water ;  30 min, -5 °C; 30 min, -5 °C
1.2 Reagents: Sulfur dioxide ,  Cuprous chloride Solvents: Acetic acid ,  Water ;  -5 °C
1.3 Reagents: Water ;  cooled
1.4 Reagents: Ammonium hydroxide Solvents: Water ;  18 h, rt
1.5 Reagents: Hydrochloric acid Solvents: Water ;  acidified, rt

Reference

Preparation of substituted phenylsulfonylurea compounds as thromboxane receptor binding agents useful for treating proliferative disorders and viral infections

, World Intellectual Property Organization, , ,

Production Method 4

6283-25-6

96-72-0

Reaction Conditions

1.1 Reagents: Sulfur dioxide Solvents: Acetic acid ;  30 min
1.2 Reagents: Cupric chloride Solvents: Water ;  -5 °C
1.3 Reagents: Sodium nitrite ,  Hydrochloric acid Solvents: Acetic acid ,  Water ;  -5 °C; -5 °C
1.4 15 min, -5 °C
1.5 Reagents: Ammonium hydroxide Solvents: 1,4-Dioxane ,  Water ;  30 min, -5 °C
1.6 Reagents: Hydrochloric acid Solvents: Water ;  neutralized

Reference

Synthesis, Pharmacological and Structural Characterization, and Thermodynamic Aspects of GluA2-Positive Allosteric Modulators with a 3,4-Dihydro-2H-1,2,4-benzothiadiazine 1,1-Dioxide Scaffold

Noerholm, Ann-Beth; Francotte, Pierre; Olsen, Lars; Krintel, Christian; Frydenvang, Karla; et al, Journal of Medicinal Chemistry, 2013, 56(21), 8736-8745

Production Method 5

4533-95-3

96-72-0

Reaction Conditions

1.1 Reagents: Ammonium hydroxide Solvents: Tetrahydrofuran ,  Water ;  1 h, rt

Reference

Design, Synthesis, In Vitro and In Vivo Characterization of Selective NKCC1 Inhibitors for the Treatment of Core Symptoms in Down Syndrome

Borgogno, Marco ; Savardi, Annalisa ; Manigrasso, Jacopo ; Turci, Alessandra; Portioli, Corinne; et al, Journal of Medicinal Chemistry, 2021, 64(14), 10203-10229

Production Method 6

4533-95-3

96-72-0

Reaction Conditions

1.1 Reagents: Ammonium hydroxide Solvents: Tetrahydrofuran ,  Water ;  cooled; 1 h, rt

Reference

Preparation of 2-aminobenzenesulfonamide derivatives as modulators of intracellular chloride concentration

, World Intellectual Property Organization, , ,

Production Method 7

96-72-0

Reaction Conditions

1.1 Reagents: Chlorosulfonic acid ;  overnight, 120 °C
1.2 Reagents: Water ;  cooled
1.3 Reagents: Ammonium hydroxide Solvents: Tetrahydrofuran ,  Water ;  cooled; 1 h, rt
1.4 Reagents: Hydrochloric acid Solvents: Water

Reference

Preparation of novel 4,6-disubstituted aminopyrimidine derivatives as CDK9 inhibitors

, World Intellectual Property Organization, , ,

Production Method 8

96-73-1

96-72-0

Reaction Conditions

1.1 Reagents: Thionyl chloride Catalysts: Dimethylformamide ;  4 h, reflux
1.2 Reagents: Water
1.3 Reagents: Ammonium hydroxide Solvents: Toluene ,  Tetrahydrofuran ,  Water ;  2 h, -10 °C
1.4 Reagents: Hydrochloric acid Solvents: Water ;  pH 4

Reference

5,6-Dihydro-1H-pyridin-2-one compounds as HCV inhibitors and their preparation, pharmaceutical compositions and use in the treatment of hepatitis C virus infection

, World Intellectual Property Organization, , ,

Production Method 9

96-73-1

96-72-0

Reaction Conditions

1.1 Reagents: Thionyl chloride Solvents: Dimethylformamide ;  rt → reflux; 4 h, reflux
1.2 Reagents: Ammonium hydroxide Solvents: Toluene ,  Tetrahydrofuran ;  2 h, -10 °C
1.3 Reagents: Hydrochloric acid Solvents: Water ;  pH 4

Reference

Preparation of pyrro[1,2-b]pyridazinone derivatives useful in treating infections by hepatitis C virus

, World Intellectual Property Organization, , ,

Production Method 10

4533-95-3

96-72-0

Reaction Conditions

1.1 Reagents: Ammonia Solvents: Water ;  10 °C; overnight, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 7, rt

Reference

Synthesis and evaluation of novel monosubstituted sulfonylurea derivatives as antituberculosis agents

Pan, Li; Jiang, Ying; Liu, Zhen; Liu, Xing-Hai; Liu, Zhuo; et al, European Journal of Medicinal Chemistry, 2012, 50, 18-26

Production Method 11

96-73-1

96-72-0

Reaction Conditions

1.1 Reagents: Thionyl chloride Solvents: Dimethylformamide ;  4 h, rt → reflux
1.2 Solvents: Water
1.3 Reagents: Ammonium hydroxide Solvents: Tetrahydrofuran ;  1 h, -10 °C
1.4 Reagents: Hydrochloric acid Solvents: Water ;  pH 4

Reference

Preparation of fused thiadiazinediones, particularly dioxothiadiazinylnaphthalenones, as antiviral agents for the treatment of infections involving RNA-containing viral species such as hepatitis B and C and HIV

, United States, , ,

Production Method 12

4533-95-3

96-73-1

96-72-0

Reaction Conditions

1.1 Reagents: Thionyl chloride Solvents: Dimethylformamide ;  4 h, reflux
1.2 Solvents: Water
1.3 Reagents: Ammonium hydroxide Solvents: Toluene ,  Tetrahydrofuran ,  Water ;  2 h, -10 °C
1.4 Reagents: Hydrochloric acid Solvents: Water ;  pH 4

Reference

A method of inhibiting hepatitis c virus by administering a combination of a 5,6-dihydro-1H-pyridin-2-one compound and one or more additional antiviral compounds

, World Intellectual Property Organization, , ,

Production Method 13

96-73-1

96-72-0

Reaction Conditions

1.1 Reagents: Thionyl chloride Solvents: Dimethylformamide ;  4 h, rt → reflux; cooled
1.2 Reagents: Sulfuryl chloride Solvents: Toluene
1.3 Reagents: Ammonium hydroxide Solvents: Tetrahydrofuran ,  Water ;  2 h, -10 °C
1.4 Reagents: Hydrochloric acid Solvents: Water ;  pH 4

Reference

Preparation of 4-hydroxy-5,6-dihydro-1H-pyridin-2-one compounds for treating hepatitis C virus infections

, United States, , ,

Production Method 14

96-73-1

96-72-0

Reaction Conditions

1.1 Reagents: Thionyl chloride Catalysts: Dimethylformamide ;  4 h, rt → reflux
1.2 Reagents: Water
1.3 Reagents: Ammonium hydroxide Solvents: Toluene ,  Tetrahydrofuran ,  Water ;  2 h, -10 °C
1.4 Reagents: Hydrochloric acid Solvents: Water ;  pH 4

Reference

Preparation of benzo[1,2,4]thiadiazine derivatives for treatment of hepatitis C viral infections

, United States, , ,

Production Method 15

96-73-1

96-72-0

Reaction Conditions

1.1 Reagents: Dimethylformamide ,  Thionyl chloride ;  4 h, rt → reflux
1.2 Reagents: Water
1.3 Reagents: Ammonium hydroxide Solvents: Toluene ,  Tetrahydrofuran ,  Water ;  2 h, -10 °C
1.4 Reagents: Hydrochloric acid Solvents: Water ;  pH 4

Reference

Preparation of pyridazinones for treatment of hepatitis C infection.

, World Intellectual Property Organization, , ,

Production Method 16

96-73-1

96-72-0

Reaction Conditions

1.1 Reagents: Thionyl chloride Catalysts: Dimethylformamide ;  4 h, rt → reflux
1.2 Reagents: Ammonium hydroxide Solvents: Toluene ,  Tetrahydrofuran ,  Water ;  2 h, -10 °C
1.3 Reagents: Hydrochloric acid Solvents: Water ;  pH 4

Reference

5,6-Dihydro-1H-pyridin-2-one compounds as antiviral agents and their preparation, pharmaceutical compositions and use in the treatment of hepatitis C infection

, World Intellectual Property Organization, , ,

Production Method 17

96-73-1

96-72-0

Reaction Conditions

1.1 Reagents: Thionyl chloride Catalysts: Dimethylformamide ;  rt → reflux; 4 h, reflux
1.2 Reagents: Ammonium hydroxide Solvents: Tetrahydrofuran ,  Water ;  2 h, -10 °C
1.3 Reagents: Hydrochloric acid Solvents: Water ;  pH 4

Reference

Preparation of saturated fused [1,2-b]-pyridazinone compounds for treatment or prevention of hepatitis C virus infections

, World Intellectual Property Organization, , ,

Production Method 18

96-73-1

96-72-0

Reaction Conditions

1.1 Reagents: Thionyl chloride Catalysts: Dimethylformamide ;  3.5 h, reflux
1.2 Reagents: Ammonium hydroxide Solvents: Toluene ,  Tetrahydrofuran ;  0 °C; overnight, 0 °C → rt
1.3 Reagents: Hydrochloric acid Solvents: Water ;  pH 4

Reference

Thromboxane receptor antagonists

, World Intellectual Property Organization, , ,

Production Method 19

4533-95-3

96-72-0

Reaction Conditions

1.1 Reagents: Ammonia Solvents: Tetrahydrofuran ,  Water ;  overnight, 0 °C → rt

Reference

Synthesis, Herbicidal Activity, Crop Safety and Soil Degradation of Pyrimidine- and Triazine-Substituted Chlorsulfuron Derivatives

Wu, Lei ; Gu, Yu-Cheng ; Li, Yong-Hong; Zhou, Sha; Wang, Zhong-Wen; et al, Molecules, 2022, 27(7),

Production Method 20

6283-25-6

96-72-0

Reaction Conditions

1.1 Reagents: Acetic acid ,  Sodium nitrite ,  Hydrochloric acid Solvents: Water
1.2 Reagents: Cupric chloride ,  Sodium bisulfite ,  Hydrochloric acid Solvents: Water ;  < 0 °C
1.3 Reagents: Ammonium hydroxide Solvents: Tetrahydrofuran ;  4 h, rt

Reference

Controllable Soil Degradation Rate of 5-Substituted Sulfonylurea Herbicides as Novel AHAS Inhibitors

Zhou, Shaa ; Meng, Fan-Fei; Hua, Xue-Wen; Li, Yong-Hong; Liu, Bin; et al, Journal of Agricultural and Food Chemistry, 2020, 68(10), 3017-3025

2-Chloro-5-nitrobenzenesulfonamide Raw materials

• 2-chloro-5-nitrobenzene-1-sulphonyl chloride
• 2-Chloro-5-nitroaniline
• 2-Chloro-5-nitrobenzenesulfonic acid

2-Chloro-5-nitrobenzenesulfonamide Preparation Products

• 2-Chloro-5-nitrobenzenesulfonamide (96-72-0)

• 1. An integrated microfluidic 3D tumor system for parallel and high-throughput chemotherapy evaluation?
  Dan Liu,Rui Hu,Zhongchao Huang,Meilin Sun,Kai Han Analyst, 2020,145, 6447-6455
• 2. An approach to C–N activation: coupling of arenesulfonyl hydrazides and arenesulfonyl chlorides with tert-amines via a metal-, oxidant- and halogen-free anodic oxidation??
  M. Sheykhan,S. Khani,S. Shaabanzadeh,M. Joafshan Green Chem., 2017,19, 5940-5948
• 3. An autonomous self-optimizing flow machine for the synthesis of pyridine–oxazoline (PyOX) ligands?
  Eric Wimmer,Daniel Cortés-Borda,Solène Brochard,Elvina Barré,Charlotte Truchet,Fran?ois-Xavier Felpin React. Chem. Eng., 2019,4, 1608-1615
• 4. An atomistic mechanism for the degradation of perovskite solar cells by trapped charge?
  Eunhak Lim,Jiyoung Heo,Seong Keun Kim Nanoscale, 2019,11, 11369-11378
• 5. An aqueous ammonia sensor based on an inkjet-printed polyaniline nanoparticle-modified electrode
  Karl Crowley,Eimer O'Malley,Aoife Morrin,Malcolm R. Smyth,Anthony J. Killard Analyst, 2008,133, 391-399

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzenesulfonamides
• Solvents and Organic Chemicals Organic Compounds Hydrocarbons

• 88345-30-6(Benzenesulfonamide, 4-amino-2-chloro-3-nitro-)
• 88344-80-3(Benzenesulfonamide, 2,4-dichloro-3-nitro-)
• 89581-71-5(2-Chloro-6-nitrobenzene-1-sulfonamide)
• 105837-49-8(Benzenesulfonamide, 2-chloro-5-nitro-N-phenyl-)
• 97-09-6(4-Chloro-3-nitrobenzenesulfonamide)
• 89281-19-6(2,6-Dichloro-3-nitrobenzene-1-sulfonamide)
• 31150-99-9(2-chloro-4-nitrobenzene-1-sulfonamide)
• 1261761-91-4(2-chloro-3-nitrobenzene-1-sulfonamide)
• 88344-82-5(1,4-Benzenedisulfonamide, 2-chloro-3-nitro-)
• 10372-90-4(2-chloro-N,N-dimethyl-5-nitrobenzene-1-sulfonamide)