6-Amino-2-methyl-quinolin-4-ol

Base Information

• Chemical Name: 6-Amino-2-methyl-quinolin-4-ol
• CAS No.: 1131-34-6
• Molecular Formula: C10H10N2O
• Molecular Weight: 174.2
• Hs Code.: 2933499090
• NSC Number: 208727
• DSSTox Substance ID: DTXSID10308741
• Wikidata: Q82056772
• Mol file: 1131-34-6.mol

Synonyms:6-Amino-2-methyl-quinolin-4-ol;6-amino-2-methylquinolin-4-ol;1131-34-6;6-amino-2-methyl-1H-quinolin-4-one;6-amino-2-methylquinolin-4(1H)-one;NSC208727;Oprea1_251293;Oprea1_722575;SCHEMBL3390039;6-amino-2-methyl-4-quinolinol;DTXSID10308741;HMS1616M19;BAA13134;6-amino-4-hydroxy-2-methylquinoline;BBL028631;STK913980;STL518907;AKOS000301284;AKOS006333325;NSC-208727;SB67731;VS-08882;6-Amino-2-methyl-4-quinolinol AldrichCPR;6-Amino-2-methyl-4-quinolinol, AldrichCPR;CS-0232726;FT-0775185;EN300-128335;F2183-0146;Z1860991558

Chemical Property of 6-Amino-2-methyl-quinolin-4-ol

Chemical Property:

• PSA: 59.14000
• LogP: 2.41220
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 174.079312947
• Heavy Atom Count: 13
• Complexity: 260

Purity/Quality:

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

6-Amino-2-methyl-quinolin-4-ol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)C2=C(N1)C=CC(=C2)N

Technology Process of 6-Amino-2-methyl-quinolin-4-ol

There total 5 articles about 6-Amino-2-methyl-quinolin-4-ol 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: 80.0%

N-(4-hydroxy-2-methylquinolin-6-yl)acetamide (1140-81-4) → 6-amino-2-methylquinolin-4-ol (1131-34-6)

Guidance literature:

With hydrogenchloride; In water; at 90 ℃; for 2h;

DOI:10.1016/j.bioorg.2018.07.022

Reference yield:

(E)-ethyl 3-((4-acetamidophenyl)amino)but-2-enoate (63304-45-0) → 6-amino-2-methylquinolin-4-ol (1131-34-6)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid anhydride; H₂SO₄

2: aqueous HCl

With hydrogenchloride; sulfuric acid; acetic anhydride;

Reference yield:

N-acetyl-p-phenylenediamine (122-80-5) → 6-amino-2-methylquinolin-4-ol (1131-34-6)

Guidance literature:

Multi-step reaction with 3 steps

1: methanol / 6 h / Reflux

2: diphenylether / 1 h / 250 °C

3: hydrogenchloride / water / 2 h / 90 °C

With hydrogenchloride; In methanol; diphenylether; water;

DOI:10.1016/j.bioorg.2018.07.022

upstream raw materials:

N-(4-hydroxy-2-methylquinolin-6-yl)acetamide

2-methyl-6-nitroquinoline-4-ol

(E)-ethyl 3-((4-acetamidophenyl)amino)but-2-enoate

N-acetyl-p-phenylenediamine

Downstream raw materials:

6-acetamide-4-chloro-2-methylquinoline

N-(4-hydroxy-2-methylquinolin-6-yl)acetamide

Refernces