5-Chloro-2-methoxy-4-(methylamino)benzoic acid

Base Information

• Chemical Name: 5-Chloro-2-methoxy-4-(methylamino)benzoic acid
• CAS No.: 61694-98-2
• Molecular Formula: C9H10ClNO3
• Molecular Weight: 215.636
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID00470724
• Nikkaji Number: J364.780C
• Wikidata: Q82298886
• Mol file: 61694-98-2.mol

Synonyms:61694-98-2;5-Chloro-2-methoxy-4-(methylamino)benzoic acid;5-CHLORO-2-METHOXY-4-METHYLAMINOBENZOIC ACID;SCHEMBL2337780;DTXSID00470724;TXJMYISJXPBNCC-UHFFFAOYSA-N;AKOS016846164;DS-5188;2-Methoxy-4-methylamino-5-chlorobenzoicacid;CS-0187131;FT-0664759;2-Methoxy-4-methylamino-5-chlorobenzoic acid;O11401;5-chloro-2-methoxy-4-(methylamino)-benzoic acid

Chemical Property of 5-Chloro-2-methoxy-4-(methylamino)benzoic acid

Chemical Property:

• Melting Point: 183-184°C
• Boiling Point: 373.4±42.0 °C(Predicted)
• PKA: 4.42±0.10(Predicted)
• PSA: 58.56000
• Density: 1.370±0.06 g/cm3(Predicted)
• LogP: 2.16150
• Storage Temp.: Refrigerator
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 215.0349209
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

97% ^*data from raw suppliers

5-Chloro-2-methoxy-4-methylaminobenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CNC1=C(C=C(C(=C1)OC)C(=O)O)Cl
• Uses: 5-Chloro-2-methoxy-4-methylaminobenzoic Acid (cas# 61694-98-2) is a compound useful in organic synthesis.

Technology Process of 5-Chloro-2-methoxy-4-(methylamino)benzoic acid

There total 9 articles about 5-Chloro-2-methoxy-4-(methylamino)benzoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

5-chloro-2-methoxy-4-(methylamino)benzoic acid methyl ester (78775-33-4) → 5-chloro-2-methoxy-4-(methylamino)benzoic acid (61694-98-2)

Guidance literature:

With sodium hydroxide; at 80 ℃;

DOI:10.1021/jm00142a019

Reference yield:

methyl 2-methoxy-4-(N-methyl-N-tosylamido)benzoate (78784-42-6) → 5-chloro-2-methoxy-4-(methylamino)benzoic acid (61694-98-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / chlorine / CHCl₃ / 3 - 10 °C

2: concd. sulfuric acid / 50 °C

3: 3.7percent aq. sodium hydroxide / 80 °C

With sodium hydroxide; sulfuric acid; chlorine; In chloroform;

DOI:10.1021/jm00142a019

Reference yield:

Potassium; 2-methoxy-4-[methyl-(toluene-4-sulfonyl)-amino]-benzoate → 5-chloro-2-methoxy-4-(methylamino)benzoic acid (61694-98-2)

Guidance literature:

Multi-step reaction with 4 steps

1: acetone / 2 h / Heating

2: 93 percent / chlorine / CHCl₃ / 3 - 10 °C

3: concd. sulfuric acid / 50 °C

4: 3.7percent aq. sodium hydroxide / 80 °C

With sodium hydroxide; sulfuric acid; chlorine; In chloroform; acetone;

DOI:10.1021/jm00142a019

upstream raw materials:

5-chloro-2-methoxy-4-(methylamino)benzoic acid methyl ester

5-chloro-2-methoxy-4-[N-methyl-N-(p-toluenesulfonyl)]aminobenzoic acid

4-(p-toluenesulfonyl)aminosalicylic acid

2-methoxy-4-[N-methyl-N-(p-toluenesulfonyl)]aminobenzoic acid

Downstream raw materials:

N-(4-Benzyl-morpholin-2-ylmethyl)-5-chloro-2-methoxy-4-methylamino-benzamide