2-Chloro-4-morpholinobenzoic acid

Base Information

• Chemical Name: 2-Chloro-4-morpholinobenzoic acid
• CAS No.: 175153-55-6
• Molecular Formula: C11H12ClNO3
• Molecular Weight: 241.674
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70377014
• Wikidata: Q82166022
• Mol file: 175153-55-6.mol

Synonyms:2-Chloro-4-morpholinobenzoic acid;175153-55-6;2-chloro-4-morpholinobenzenecarboxylic acid;2-chloro-4-morpholin-4-ylbenzoic acid;2-chloro-4-(morpholin-4-yl)benzoic acid;2-CHLORO-4-(4-MORPHOLINYL)BENZOIC ACID;MFCD03425732;2-chloro-4-morpholin-4-yl-benzoic Acid;Oprea1_565230;SCHEMBL2088694;2-Chloro-4-morpholinobenzoicacid;DTXSID70377014;AJCOZBPUPGTLME-UHFFFAOYSA-N;AC4721;BBL029999;STK946274;AKOS000113662;SY006948;CS-0118133;FT-0680151;1T-1486;EN300-10367090;2-chloro-4-morpholinobenzenecarboxylic acid, AldrichCPR

Chemical Property of 2-Chloro-4-morpholinobenzoic acid

Chemical Property:

• Melting Point: 188,5-192°C
• Boiling Point: 447.4±45.0 °C(Predicted)
• PKA: 3.61±0.25(Predicted)
• PSA: 49.77000
• Density: 1.363±0.06 g/cm3(Predicted)
• LogP: 1.93980
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 241.0505709
• Heavy Atom Count: 16
• Complexity: 256

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-4-morpholinobenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C2=CC(=C(C=C2)C(=O)O)Cl

Technology Process of 2-Chloro-4-morpholinobenzoic acid

There total 5 articles about 2-Chloro-4-morpholinobenzoic 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: 98.0%

2-chloro-4-(morpholin-4-yl)benzoic acid methyl ester (175153-39-6) → 2-chloro-4-(morpholin-4-yl)benzoic acid (175153-55-6)

Guidance literature:

With sodium hydroxide; In methanol; for 15h; Heating;

DOI:10.1021/jm000108p

Reference yield: 79.0%

2-chloro-4-(morpholin-4-yl)benzaldehyde (886501-36-6) → 2-chloro-4-(morpholin-4-yl)benzoic acid (175153-55-6)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 20 ℃;

Reference yield:

methyl 2-chloro-4-fluorobenzoate (85953-29-3) → 2-chloro-4-(morpholin-4-yl)benzoic acid (175153-55-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / K₂CO₃ / 1-methyl-pyrrolidin-2-one / 5 h / 120 °C

2: 98 percent / 5 N aq. NaOH / methanol / 15 h / Heating

With sodium hydroxide; potassium carbonate; In 1-methyl-pyrrolidin-2-one; methanol;

DOI:10.1021/jm000108p

upstream raw materials:

2-chloro-4-(morpholin-4-yl)benzoic acid methyl ester

methyl 2-chloro-4-fluorobenzoate

2-chloro-4-fluorobenzaldehyde

2-chloro-4-(morpholin-4-yl)benzaldehyde

Downstream raw materials:

2-chloro-4-morpholin-4-yl-benzoyl chloride

2-chloro-4-morpholin-4-yl-benzoic acid tert-butyl ester

(2-chloro-4-morpholin-4-yl-phenyl)-carbamic acid tert-butyl ester

Refernces

• 1、 -. "DIAMINOTRIAZOLES USEFUL AS INHIBITORS OF PROTEIN KINASES". Page 177. . Retrieved 2008/06/13.
• 2、 Kondo,Ogawa,Shinohara,Kurimura,Tanada,Kan,Yamashita,Nakamura,Hirano,Yamamura,Mori,Tominaga,Itai. "Novel design of nonpeptide AVP V2 receptor agonists: Structural requirements for an agonist having 1-(4-aminobenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepine as a template". . p. 4388 - 4397. Retrieved 2007/10/03.