2-Amino-4,6-dimethylbenzoic acid

Base Information

• Chemical Name: 2-Amino-4,6-dimethylbenzoic acid
• CAS No.: 90321-33-8
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Hs Code.: 2922499990
• European Community (EC) Number: 887-929-2
• DSSTox Substance ID: DTXSID80538831
• Wikidata: Q82414385
• Mol file: 90321-33-8.mol

Synonyms:2-AMINO-4,6-DIMETHYLBENZOIC ACID;90321-33-8;2-Amino-4,6-dimethyl-benzoic acid;SCHEMBL378051;DTXSID80538831;AQVKFJZUSUMLPL-UHFFFAOYSA-N;MFCD00130043;2-amino-4, 6-dimethyl-benzoic acid;AKOS009113674;SB39747;2-AMINO-4,6-DIMETHYLBENZOICACID;CS-0257048;EN300-65902;G45695;Z228589664

Chemical Property of 2-Amino-4,6-dimethylbenzoic acid

Chemical Property:

• PSA: 63.32000
• LogP: 2.16500
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

2-amino-4,6-dimethylbenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)N)C(=O)O)C

Technology Process of 2-Amino-4,6-dimethylbenzoic acid

There total 7 articles about 2-Amino-4,6-dimethylbenzoic 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: 41.2%

4,6-dimethyl-1H-indole-2,3-dione (49820-06-6) → 2-amino-4,6-dimethyl-benzoic acid (90321-33-8)

Guidance literature:

With dihydrogen peroxide; sodium hydroxide; at 70 ℃; for 0.333333h;

Reference yield:

3,5-dimethylaminoaniline (108-69-0) → 2-amino-4,6-dimethyl-benzoic acid (90321-33-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydroxylamine hydrochloride; sodium sulfate; aqueous hydrochloric acid / Erwaermen des Reaktionsprodukts mit wss.Schwefelsaeure

2: aqueous NaOH; H₂O₂

With hydrogenchloride; sodium hydroxide; hydroxylamine hydrochloride; dihydrogen peroxide; sodium sulfate;

DOI:10.1039/jr9510000757

Reference yield:

N-(3,5-dimethyl-phenyl)-2-hydroxyimino-acetamide (35162-44-8) → 2-amino-4,6-dimethyl-benzoic acid (90321-33-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 0.5 h / 80 °C

2: sodium hydroxide; dihydrogen peroxide / water / 0.33 h

With sulfuric acid; dihydrogen peroxide; sodium hydroxide; In water;

upstream raw materials:

4,6-dimethyl-1H-indole-2,3-dione

5-nitro-m-xylene

3,5-dimethylaminoaniline

N-(3,5-dimethyl-phenyl)-2-hydroxyimino-acetamide

Downstream raw materials:

2,4-dimethyl-6-(4-methylphenylsulfonamido)benzoic acid

2'-amino-4-methoxy-3,4',5,6'-tetramethyldiphenyl ketone

4-methoxy-3,4',5,6'-tetramethyl-2'-(4-toluenesulphonamino)diphenyl ketone

2-amino-4,6-dimethyl benzamide

Refernces

• 1、 -. "Anti-inflammatory agents". Page/Page column 125. . Retrieved 2016/02/05.
• 2、 -. "FUSED-RING PYRIMIDIN-4(3H)-ONE DERIVATIVES, PROCESSES FOR THE PREPARATION AND USES THEREOF". Page 339. . Retrieved 2010/02/06.