4-(2-Pyrimidinyloxy)aniline

Base Information

• Chemical Name: 4-(2-Pyrimidinyloxy)aniline
• CAS No.: 105130-26-5
• Molecular Formula: C10H9N3O
• Molecular Weight: 187.201
• Hs Code.: 2933599090
• European Community (EC) Number: 844-321-1
• DSSTox Substance ID: DTXSID00363309
• Wikidata: Q82146949
• ChEMBL ID: CHEMBL1608044
• Mol file: 105130-26-5.mol

Synonyms:4-(2-pyrimidinyloxy)aniline;105130-26-5;4-pyrimidin-2-yloxyaniline;4-(pyrimidin-2-yloxy)aniline;4-(Pyrimidin-2-yloxy)benzenamine;4-(pyrimidin-2-yloxy)phenylamine;MLS001166111;SMR000549929;Benzenamine, 4-(2-pyrimidinyloxy)-;Bionet2_000583;SCHEMBL2345370;CHEMBL1608044;BDBM71357;cid_1484610;[4-(2-pyrimidyloxy)phenyl]amine;DTXSID00363309;HMS1365K11;HMS2880M24;[4-(pyrimidin-2-yloxy)phenyl]amine;MFCD01443685;AKOS000128588;SB57389;4-(2-Pyrimidinyloxy)aniline, AldrichCPR;CS-0188003;FT-0760157;EN300-49972;7N-061;W-204545;Z330917880

Chemical Property of 4-(2-Pyrimidinyloxy)aniline

Chemical Property:

• Vapor Pressure: 2.03E-06mmHg at 25°C
• Melting Point: 140-142 °C
• Refractive Index: 1.632
• Boiling Point: 394.1 °C at 760 mmHg
• PKA: 3.93±0.10(Predicted)
• Flash Point: 192.1 °C
• PSA: 61.03000
• Density: 1.258 g/cm³
• LogP: 2.43230
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 187.074561919
• Heavy Atom Count: 14
• Complexity: 163

Purity/Quality:

98%min ^*data from raw suppliers

4-(2-Pyrimidinyloxy)aniline ^*data from reagent suppliers

Safty Information:

• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(N=C1)OC2=CC=C(C=C2)N

Technology Process of 4-(2-Pyrimidinyloxy)aniline

There total 4 articles about 4-(2-Pyrimidinyloxy)aniline 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:

4-(pyrimidin-2-yloxy)aniline (181801-29-6) → 4-(pyrimidin-2-yloxy)aniline (105130-26-5)

Guidance literature:

With iron; ammonium chloride; In ethanol; water; for 1h; Reflux;

Reference yield:

2-chloropyrimidine (1722-12-9,1195939-87-7) + 4-amino-phenol (123-30-8) → 4-(pyrimidin-2-yloxy)aniline (105130-26-5)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 120 ℃; for 2.5h;

DOI:10.1021/jm051261s

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → 4-(pyrimidin-2-yloxy)aniline (105130-26-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium t-butanolate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

1.2: 20 °C

2.1: ammonium chloride; iron / ethanol; water / 1 h / Reflux

With iron; ammonium chloride; sodium t-butanolate; In ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

2-chloropyrimidine

4-amino-phenol

4-nitro-phenol

4-(pyrimidin-2-yloxy)aniline

Downstream raw materials:

2-nitro-N-((4-(pyrimidin-2-yloxy)phenyl)carbamoyl)benzamide

tert-butyl (3S,4R)-4-({5-carbamoyl-2-[(4-hydroxyphenyl)amino]pyridin-4-yl}amino)-3-fluoropiperidine-1-carboxylate

tert-butyl (3S,4R)-4-[(5-carbamoyl-2-{[4-(pyrimidin-2-yloxy)phenyl]amino}pyridin-4-yl)amino]-3-fluoropiperidine-1-carboxylate

(2R,3R)-3-{2-[4-(pyrimidin-2-yloxy)phenylamino]-5-trifluoromethylpyrimidin-4-ylamino}butan-2-ol

Refernces

• 1、 -. "Aryloxy anilino propionic ester compound and application thereof as herbicide". . . Retrieved 2016/10/09.