3,4-Dihydro-2H-1,4-benzoxazine-2-carboxamide

Base Information

• Chemical Name: 3,4-Dihydro-2H-1,4-benzoxazine-2-carboxamide
• CAS No.: 13582-93-9
• Molecular Formula: C9H10 N2 O2
• Molecular Weight: 178.191
• Hs Code.: 2934999090
• European Community (EC) Number: 853-248-4
• DSSTox Substance ID: DTXSID50929156
• Nikkaji Number: J678.485B
• ChEMBL ID: CHEMBL1584522
• Mol file: 13582-93-9.mol

Synonyms:3,4-Dihydro-2H-1,4-benzoxazine-2-carboxamide;13582-93-9;3,4-Dihydro-2H-benzo[b][1,4]oxazine-2-carboxamide;BRN 0787073;3,4-dihydro-2h-4-benzoxazine-2-carboxamide;CHEMBL1584522;2H-1,4-BENZOXAZINE-2-CARBOXAMIDE, 3,4-DIHYDRO-;MLS000569260;SCHEMBL1756750;DTXSID50929156;HMS2277B14;BDBM50576036;AKOS000204936;AKOS017269100;NCGC00246103-01;LS-41694;SMR000154909;TS-02479;CS-0246735;EN300-34231;W-205477;3,4-Dihydro-2H-1,4-benzoxazine-2-carboximidic acid;Z57028529

Chemical Property of 3,4-Dihydro-2H-1,4-benzoxazine-2-carboxamide

Chemical Property:

• Vapor Pressure: 4.32E-08mmHg at 25°C
• Melting Point: 145-148 °C
• Boiling Point: 444.3°Cat760mmHg
• PKA: 14.73±0.20(Predicted)
• Flash Point: 222.5°C
• PSA: 64.35000
• Density: 1.256g/cm³
• LogP: 1.18310
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 178.074227566
• Heavy Atom Count: 13
• Complexity: 208

Purity/Quality:

98%min ^*data from raw suppliers

3,4-Dihydro-2H-benzo[b][1,4]oxazine-2-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(OC2=CC=CC=C2N1)C(=O)N

Technology Process of 3,4-Dihydro-2H-1,4-benzoxazine-2-carboxamide

There total 6 articles about 3,4-Dihydro-2H-1,4-benzoxazine-2-carboxamide 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%

ethyl 3,4-dihydro-2H-benzo [b][1,4]oxazine-2-carboxylate (22244-22-0) → 3,4-dihydro-2H-benzo[b][1,4]oxazine-2-carboxamide (13582-93-9)

Guidance literature:

With ammonium hydroxide; In ethanol; at 80 ℃; for 18h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c00017

Reference yield: 22.0%

4-tosyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-2-carboxamide (96988-61-3) → 3,4-dihydro-2H-benzo[b][1,4]oxazine-2-carboxamide (13582-93-9)

Guidance literature:

In sulfuric acid; at 100 ℃; for 0.25h;

DOI:10.1002/jhet.5570220143

Reference yield:

2-amino-phenol (95-55-6) → 3,4-dihydro-2H-benzo[b][1,4]oxazine-2-carboxamide (13582-93-9)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / acetone / Heating

2: aq. NH₃ / ethanol / Ambient temperature

With ammonium hydroxide; potassium carbonate; In ethanol; acetone;

upstream raw materials:

3,4-Dihydro-2H-1,4-benzoxazin-2-carbnsaeuremethylester

4-tosyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-2-carboxamide

ethyl 3,4-dihydro-2H-benzo [b][1,4]oxazine-2-carboxylate

ethyl 4-tosyl-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylate

Downstream raw materials:

Benzomorpholin-thiocarbonsaeure-(2)-amid

(3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)methanamine

4-benzylideneamino-3,4-dihydro-2H-benzo[1,4]oxazine-2-carboxylic acid amide

4-(2-hydroxy-benzylideneamino)-3,4-dihydro-2H-benzo[1,4]oxazine-2-carboxylic acid amide