(2-Amino-4-(methoxycarbonyl)phenyl)boronic acid hydrochloride

Base Information

• Chemical Name: (2-Amino-4-(methoxycarbonyl)phenyl)boronic acid hydrochloride
• CAS No.: 380430-55-7
• Molecular Formula: C8H11BClNO4
• Molecular Weight: 231.444
• Hs Code.: 2931900090
• European Community (EC) Number: 640-588-1
• DSSTox Substance ID: DTXSID10586007
• Mol file: 380430-55-7.mol

Synonyms:380430-55-7;(2-Amino-4-(methoxycarbonyl)phenyl)boronic acid hydrochloride;2-amino-4-(methoxycarbonyl)phenylboronic acid hydrochloride;2-Amino-4-methoxycarbonylphenylboronic acid, HCl;2-Amino-4-methoxycarbonylphenylboronic acid hydrochloride;(2-AMINO-4-METHOXYCARBONYLPHENYL)BORONIC ACID HYDROCHLORIDE;(2-amino-4-methoxycarbonylphenyl)boronic acid;hydrochloride;2-Amino-4-methoxycarbonylphenylboronic acid HCl;MFCD02258941;Benzoicacid, 3-amino-4-borono-, 1-methyl ester, hydrochloride (1:1);[2-amino-4-(methoxycarbonyl)phenyl]boronic acid hydrochloride;(2-AMINO-4-METHOXYCARBONYL)BORONIC ACID HYDROCHLORIDE;2-Amino-4-methoxycarbonylphenylboronic.HCl;SCHEMBL629029;METHYL 3-AMINO-4-BORONOBENZOATE HYDROCHLORIDE;(2-amino-4-methoxycarbonylphenyl)boronic acid,hydrochloride;DTXSID10586007;IDUSDMZTKZZVAW-UHFFFAOYSA-N;4-(METHOXYCARBONYL)-2-AMINOPHENYLBORONIC ACID HYDROCHLORIDE;AKOS015890427;AB11700;AM62769;GS-5648;SY102534;CS-0041821;H10637;EN300-7358569;2-Amino-4-(Methoxycarbonyl)phenylboronic Acid HCl;A823979;J-513760;Z3234877885;(2-Amino-4-(methoxycarbonyl)phenyl)boronicacidhydrochloride;(2-AMINO-4-METHOXYCARBONYLPHENYL)BORONIC ACID HCL;2-amino-4-(methoxycarbonyl)phenyl-boronic acid hydrochloride;2-amino-4-methoxycarbonylphenyl-boronic acid hydrochloride salt;2-amino-4-methoxycarbonylphenylboronic acid hydrochloride salt;2-AMINO-4-(METHOXYCARBONYL)BENZENEBORONIC ACID HYDROCHLORIDE;[2-Amino-4-(methoxycarbonyl)phenyl]boronic acid--hydrogen chloride (1/1);Benzoic acid, 3-amino-4-borono-, 1-methyl ester, hydrochloride (1:1);[2-amino-4-(methoxycarbonyl)phenyl]boronic acid hydrochloride,[2-amino-4-(methoxycarbonyl)phenyl]boronic acid;2-Amino-4-(methoxycarbonyl)phenylboronic Acid Hydrochloride (contains varying amounts of Anhydride);2-Amino-4-methoxycarbonyl phenylboronic Acid Hydrochloride (contains varying amounts of Anhydride)

Chemical Property of (2-Amino-4-(methoxycarbonyl)phenyl)boronic acid hydrochloride

Chemical Property:

• Vapor Pressure: 4.5E-08mmHg at 25°C
• Melting Point: 200-204 °C
• Boiling Point: 427.6 °C at 760 mmHg
• Flash Point: 212.4 °C
• PSA: 92.78000
• LogP: -0.68360
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 231.0469657
• Heavy Atom Count: 15
• Complexity: 212

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Amino-4-methoxycarbonylphenylboronicacid,hydrochloride ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=C(C=C1)C(=O)OC)N)(O)O.Cl
• Uses: suzuki reaction

Technology Process of (2-Amino-4-(methoxycarbonyl)phenyl)boronic acid hydrochloride

There total 4 articles about (2-Amino-4-(methoxycarbonyl)phenyl)boronic acid hydrochloride 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: 68.0%

hydrogenchloride (7647-01-0,15364-23-5) + (4-(methoxycarbonyl)-2-nitrophenyl)boronic acid (85107-55-7) + hydrogen (1333-74-0) → (2-amino-4-(methoxycarbonyl)phenyl)boronic acid hydrochloride salt (380430-55-7)

Guidance literature:

With palladium 10% on activated carbon; In methanol; at 40 ℃; for 8h; under 760.051 Torr; Reagent/catalyst; Temperature;

DOI:10.3184/174751914X14175346572646

Reference yield:

para-bromotoluene (106-38-7) → (2-amino-4-(methoxycarbonyl)phenyl)boronic acid hydrochloride salt (380430-55-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: magnesium / diethyl ether / 3 - 4 h / Reflux

1.2: -12 - 20 °C

2.1: potassium permanganate; sodium hydroxide

3.1: sulfuric acid / 3 h / 20 °C

4.1: thionyl chloride / 3 h / Reflux

5.1: palladium 10% on activated carbon / methanol / 8 h / 40 °C / 760.05 Torr

With potassium permanganate; thionyl chloride; sulfuric acid; palladium 10% on activated carbon; magnesium; sodium hydroxide; In methanol; diethyl ether;

DOI:10.3184/174751914X14175346572646

Reference yield:

4-methylphenylboronic acid (5720-05-8) → (2-amino-4-(methoxycarbonyl)phenyl)boronic acid hydrochloride salt (380430-55-7)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium permanganate; sodium hydroxide

2: sulfuric acid / 3 h / 20 °C

3: thionyl chloride / 3 h / Reflux

4: palladium 10% on activated carbon / methanol / 8 h / 40 °C / 760.05 Torr

With potassium permanganate; thionyl chloride; sulfuric acid; palladium 10% on activated carbon; sodium hydroxide; In methanol;

DOI:10.3184/174751914X14175346572646

upstream raw materials:

hydrogenchloride

(4-(methoxycarbonyl)-2-nitrophenyl)boronic acid

hydrogen

para-bromotoluene

Downstream raw materials:

C₁₇H₂₀N₄O₃

C₁₈H₂₂N₄O₃

C₁₉H₂₄N₄O₃

C₂₁H₂₈N₄O₃

Refernces