5900-55-0

Basic information

• Product Name: 2-ACETAMINO-4-CHLOROTOLUENE
• Synonyms: N-(5-CHLORO-2-METHYLPHENYL)ACETAMIDE;2-ACETAMINO-4-CHLOROTOLUENE;4-CHLORO-2-ACETAMINOTOLUENE;5-Chloro-o-acetotoluidide
• CAS NO: 5900-55-0
• Molecular Formula: C₉H₁₀ClNO
• Molecular Weight: 183.63
• EINECS: 227-592-5
• Product Categories: Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
• Mol File: 5900-55-0.mol
• Article Data: 9

Chemical Properties

• Melting Point: 129-130 °C
• Boiling Point: 319.6 °C at 760 mmHg
• Flash Point: 147.1 °C
• Appearance: /
• Density: 1.218 g/cm³
• Refractive Index: 1.592
• Storage Temp.: 2-8°C
• PKA: 14.46±0.70(Predicted)
• CAS DataBase Reference: 2-ACETAMINO-4-CHLOROTOLUENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ACETAMINO-4-CHLOROTOLUENE(5900-55-0)
• EPA Substance Registry System: 2-ACETAMINO-4-CHLOROTOLUENE(5900-55-0)

Safety Data

• Hazardous Substances Data: 5900-55-0(Hazardous Substances Data)

Usage

Description

2-ACETAMINO-4-CHLOROTOLUENE, also known as 5-Chloro-o-acetotoluidide, is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceuticals. It is characterized by its chemical structure, which includes an amino group and a chloro substituent attached to a toluene ring. 2-ACETAMINO-4-CHLOROTOLUENE plays a significant role in the development of medications for different health conditions.

Uses

Used in Pharmaceutical Industry:
2-ACETAMINO-4-CHLOROTOLUENE is used as an intermediate for the synthesis of Metolazone (M338750), which is a diuretic and an antihypertensive agent. Metolazone is prescribed for the treatment of hypertension and edema, as it helps in increasing urine output and reducing fluid retention in the body. 2-ACETAMINO-4-CHLOROTOLUENE's role in the synthesis of Metolazone highlights its importance in the development of medications for cardiovascular health.

InChI:InChI=1/C15H15N3O2/c19-14(17-10-12-4-2-1-3-5-12)15(20)18-11-13-6-8-16-9-7-13/h1-9H,10-11H2,(H,17,19)(H,18,20)

Upstream product

• 108-24-7 acetic anhydride 
• 95-79-4 5-chloro-2-methyl-benzenamine 
• 64-19-7 acetic acid 
• 106-43-4 para-chlorotoluene 
• 89-59-8 4-chloro-2-nitrotoluene 
• 588-07-8 3-Chloroacetanilide 
• 112359-25-8 5-(trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate 
• 108-42-9 3-chloro-aniline 
• 120-66-1 N-(2-methylphenyl)acetamide 
• 75-36-5 acetyl chloride 

Downstream Products

• 136403-09-3 acetic acid-(4,5-dichloro-2-methyl-anilide) 
• 17560-53-1 6-acetylamino-4-chloro-toluene-3-sulfonic acid amide 
• 13852-50-1 N-(5-chloro-2-methyl-4-nitrophenyl)acetamide 
• 13852-51-2 5-chloro-2-methyl-4-nitroaniline 
• 13852-53-4 3-chloro-6-methyl-2-nitro-aniline 
• 99585-96-3 acetic acid-(2,3-dichloro-6-methyl-anilide) 
• 5900-56-1 2-acetylamino-4-chlorobenzoic acid 
• 99854-39-4 acetic acid-(5-chloro-4-chloroacetyl-2-methyl-anilide) 
• 13852-52-3 acetic acid-(3-chloro-6-methyl-2-nitro-anilide) 
• 103564-52-9 4-acetylamino-2-chloro-5-methyl-benzoic acid 
• 108130-04-7 1-(4-amino-2-chloro-5-methyl-phenyl)-2-chloro-ethanone 
• 50-84-0 2,4 dichlorobenzoic acid 
• 89-77-0 2-Amino-4-chlorobenzoic acid 
• 5307-03-9 2-chloro-5-methyl-1,4-phenylenediamine 

Relevant articles and documents

METHODS AND COMPOSITIONS FOR TARGETING TREGS USING CCR8 INHIBITORS

Provided herein are compounds of Formula (I) which can be used as CCR8 inhibitors, which can be used as treatment or prevention of cancer using CCR8 inhibitors targeted tumor specific T regulatory cells.

Complementary Site-Selective Halogenation of Nitrogen-Containing (Hetero)Aromatics with Superacids

Site-selective functionalization of arenes that is complementary to classical aromatic substitution reactions remains a long-standing quest in organic synthesis. Exploiting the generation of halenium ion through oxidative process and the protonation of the nitrogen containing function in HF/SbF5, the chlorination and iodination of classically inert Csp2?H bonds of aromatic amines occurs. Furthermore, the superacid-promoted (poly)protonation of the molecules acts as a protection, favoring the late-stage selective halogenation of natural alkaloids and active pharmaceutical ingredients.

Sulfonium Salts as Alkylating Agents for Palladium-Catalyzed Direct Ortho Alkylation of Anilides and Aromatic Ureas

A novel method for the ortho alkylation of acetanilide and aromatic urea derivatives via C-H activation was developed. Alkyl dibenzothiophenium salts are considered to be new reagents for the palladium-catalyzed C-H activation reaction, which enables the transfer of methyl and other alkyl groups from the sulfonium salt to the aniline derivatives under mild catalytic conditions.