7-amino-4-methyl-2H-1,4-benzoxazine

Base Information

• Chemical Name: 7-amino-4-methyl-2H-1,4-benzoxazine
• CAS No.: 220844-82-6
• Molecular Formula: C9H12N2O
• Molecular Weight: 164.207
• DSSTox Substance ID: DTXSID30458994
• Wikidata: Q82282580
• Mol file: 220844-82-6.mol

Synonyms:220844-82-6;7-amino-4-methyl-2H-1,4-benzoxazine;4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-7-amine;4-Methyl-3,4-dihydro-2H-1,4-benzoxazin-7-amine;4-METHYL-2,3-DIHYDRO-1,4-BENZOXAZIN-7-AMINE;2H-1,4-Benzoxazin-7-amine, 3,4-dihydro-4-methyl-;SCHEMBL3582361;DTXSID30458994;FSIRYCPDUFGICB-UHFFFAOYSA-N;VIA84482;AKOS006318398;CS-16704;CS-0102545;D72053;EN300-189554;3,4-dihydro-4-methyl-2H-benzo[b][1,4]oxazin-7-amine

Chemical Property of 7-amino-4-methyl-2H-1,4-benzoxazine

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 164.094963011
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

NLT 98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCOC2=C1C=CC(=C2)N

Technology Process of 7-amino-4-methyl-2H-1,4-benzoxazine

There total 8 articles about 7-amino-4-methyl-2H-1,4-benzoxazine 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: 75.0%

3,4-dihydro-4-methyl-7-nitro-2H-1,4-benzoxazine (120711-93-5) → 4-methyl-3,4-dihydro-2H-benzo[1,4]oxazin-7-ylamine (220844-82-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; at 20 ℃;

DOI:10.1021/jm061329j

Reference yield:

7-amino-4-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one (141068-81-7) → 4-methyl-3,4-dihydro-2H-benzo[1,4]oxazin-7-ylamine (220844-82-6)

Guidance literature:

7-amino-4-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

With water; ethyl acetate; In ethyl acetate;

Reference yield:

3,4-dihydro-7-nitro-2H-1,4-benzoxazine (120711-81-1) → 4-methyl-3,4-dihydro-2H-benzo[1,4]oxazin-7-ylamine (220844-82-6)

Guidance literature:

Multi-step reaction with 3 steps

1: AcOH / 1 h / 20 °C

2: 1.21 g / NaBH₃CN; AcOH / 20 °C

3: 75 percent / H₂ / Pd/C / ethyl acetate; ethanol / 20 °C

With hydrogen; sodium cyanoborohydride; acetic acid; palladium on activated charcoal; In ethanol; ethyl acetate;

DOI:10.1021/jm061329j

upstream raw materials:

3,4-dihydro-4-methyl-7-nitro-2H-1,4-benzoxazine

7-nitro-4H-benzo[1,4]oxazin-3-one

3,4-dihydro-7-nitro-2H-1,4-benzoxazine

7-amino-4-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one

Downstream raw materials:

3,4-dihydro-7-(2-imidazolin-2-ylamino)-4-methyl-2H-1,4-benzoxazone hydroiodide

C₂₀H₁₇ClN₂O₃