2-AMINO-1,2,3,4-TETRAHYDRO-6-BROMO-2-NAPHTHALENE CARBOXYLIC ACID

Base Information

• Chemical Name: 2-AMINO-1,2,3,4-TETRAHYDRO-6-BROMO-2-NAPHTHALENE CARBOXYLIC ACID
• CAS No.: 659736-91-1
• Molecular Formula: C₁₁H₁₂BrNO₂
• Molecular Weight: 270.126
• Hs Code.: 2922498590
• Mol file: 659736-91-1.mol

Synonyms:2-AMINO-1,2,3,4-TETRAHYDRO-6-BROMO-2-NAPHTHALENE CARBOXYLIC ACID;2-Amino-1,2,3,4tetrahydro-6-bromo-2-naphtalene carboxylic acid, 90 %;2-Amino-1,2,3,4-tetrahydro-6-bromo-2-naphtalene carboxylic acid

Chemical Property of 2-AMINO-1,2,3,4-TETRAHYDRO-6-BROMO-2-NAPHTHALENE CARBOXYLIC ACID

Chemical Property:

• PSA: 63.32000
• LogP: 2.42020

Purity/Quality:

98%min ^*data from raw suppliers

2-AMINO-1,2,3,4-TETRAHYDRO-6-BROMO-2-NAPHTHALENE CARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-AMINO-1,2,3,4-TETRAHYDRO-6-BROMO-2-NAPHTHALENE CARBOXYLIC ACID

There total 4 articles about 2-AMINO-1,2,3,4-TETRAHYDRO-6-BROMO-2-NAPHTHALENE CARBOXYLIC 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: 95.0%

3',4'-dihydro-6'-bromo-spiro[imidazolidine-4,2'(1'H)-naphthalene]-2,5-dione (659736-46-6) → 2-amino-6-bromo-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid (659736-91-1)

Guidance literature:

With barium dihydroxide; In water; for 36h; Heating;

DOI:10.1016/j.tet.2004.02.005

Reference yield:

6-bromo-2-tetralone (4133-35-1) → 2-amino-6-bromo-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid (659736-91-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / (NH₄)2CO₃ / aq. ethanol / 1 h / Heating

2: 95 percent / Ba(OH)2 / H₂O / 36 h / Heating

With barium dihydroxide; ammonium carbonate; In ethanol; water;

DOI:10.1016/j.tet.2004.02.005

Reference yield:

2-(4-bromophenyl)acetyl chloride (37859-24-8) → 2-amino-6-bromo-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid (659736-91-1)

Guidance literature:

Multi-step reaction with 3 steps

1: AlCl₃ / 0 °C

2: H₂O / ethanol / 80 °C

3: aq. Ba(OH)2 / 120 °C

With barium dihydroxide; aluminium trichloride; water; In ethanol; 2: Bucherer-Bergs reaction;

DOI:10.1016/S0960-894X(02)00830-2

upstream raw materials:

3',4'-dihydro-6'-bromo-spiro[imidazolidine-4,2'(1'H)-naphthalene]-2,5-dione

6-bromo-2-tetralone

2-(4-bromophenyl)acetyl chloride

2-(4-bromophenyl)-acetic acid

Downstream raw materials:

methyl 2-amino-1,2,3,4-tetrahydro-6-bromo-2-naphthalenecarboxylate

benzyl (S)-2-(tert-butyloxycarbonyl)amino-1,2,3,4-tetrahydro-6-bromo-2-naphthalenecarboxylate

(S)-2-(tert-butyloxycarbonyl)amino-1,2,3,4-tetrahydro-6-bromo-2-naphthalenecarboxylic acid

Refernces

• 1、 Cheung, Adrian Wai-Hing,Danho, Waleed,Swistok, Joseph,Qi, Lida,Kurylko, Grazyna,Rowan, Karen,Yeon, Mitch,Franco, Lucia,Chu, Xin-Jie,Chen, Li,Yagaloff, Keith. "Structure-activity relationship of linear peptide Bu-His-DPhe-Arg-Trp-Gly-NH2 at the human melanocortin-1 and -4 receptors: Histidine substitution". . p. 133 - 137. Retrieved 2007/10/03.