5-Bromo-2-morpholin-4-ylaniline

Base Information

• Chemical Name: 5-Bromo-2-morpholin-4-ylaniline
• CAS No.: 91062-48-5
• Molecular Formula: C10H13 Br N2 O
• Molecular Weight: 257.13
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID10406958
• Wikidata: Q82212130
• Mol file: 91062-48-5.mol

Synonyms:91062-48-5;5-bromo-2-morpholin-4-ylaniline;5-Bromo-2-morpholinoaniline;5-bromo-2-(morpholin-4-yl)aniline;5-BROMO-2-(4-MORPHOLINYL)ANILINE;SCHEMBL2711594;5-bromo-2-morpholinobenzenamine;DTXSID10406958;JAINJKOIAULFCQ-UHFFFAOYSA-N;MFCD06660760;AKOS000123030;AS-43729;FT-0681397;EN300-12395;A1-22665;Z119989794

Chemical Property of 5-Bromo-2-morpholin-4-ylaniline

Chemical Property:

• Vapor Pressure: 2.15E-06mmHg at 25°C
• Boiling Point: 393.3°Cat760mmHg
• Flash Point: 191.7°C
• PSA: 38.49000
• Density: 1.501g/cm³
• LogP: 2.51410
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 256.02113
• Heavy Atom Count: 14
• Complexity: 185

Purity/Quality:

98%min ^*data from raw suppliers

5-Bromo-2-(4-morpholinyl)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C2=C(C=C(C=C2)Br)N

Technology Process of 5-Bromo-2-morpholin-4-ylaniline

There total 3 articles about 5-Bromo-2-morpholin-4-ylaniline 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%

4-(4-bromo-2-nitro-phenyl)-morpholine (90841-34-2) → 4-(2-amino-4-bromo-phenyl)-morpholine (91062-48-5)

Guidance literature:

With iron; ammonium chloride; In ethanol; water; at 80 ℃; for 3h;

DOI:10.1016/j.ejmech.2021.113482

Reference yield:

1,4-dibromo-2-nitrobenzene (3460-18-2) → 4-(2-amino-4-bromo-phenyl)-morpholine (91062-48-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / triethylamine / propan-2-ol / 24 h / 70 °C

2: 63 percent / Zn; aq. KH₂PO₄ / tetrahydrofuran / 24 h / 80 °C

With potassium dihydrogenphosphate; triethylamine; zinc; In tetrahydrofuran; isopropyl alcohol;

DOI:10.1021/jm0602864

Reference yield:

4-Bromo-1-fluoro-2-nitrobenzene (364-73-8) → 4-(2-amino-4-bromo-phenyl)-morpholine (91062-48-5)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethyl sulfoxide / 0.17 h / 130 °C

2: acetic acid; iron; ammonium chloride / water; N,N-dimethyl-formamide / 0.5 h / 50 °C

With iron; ammonium chloride; acetic acid; dimethyl sulfoxide; In water; N,N-dimethyl-formamide;

upstream raw materials:

4-(4-bromo-2-nitro-phenyl)-morpholine

1,4-dibromo-2-nitrobenzene

4-Bromo-1-fluoro-2-nitrobenzene

Downstream raw materials:

N-[5-bromo-2-(4-oxidomorpholin-4-yl)phenyl]acetamide

N-[5-bromo-2-(morpholin-4-yl)phenyl]acetamide

3-hydroxy-[2]naphthoic acid-(5-bromo-2-morpholino-anilide)

Refernces

• 1、 -. "A kind of benzo [d] different wicked zuozuo apperception compound and use thereof". Paragraph 0377; 0381; 0389; 0390. . Retrieved 2018/06/14.
• 2、 Fagan, Vincent,Bonham, Sarah,McArdle, Patrick,Carty, Michael P.,Aldabbagh, Fawaz. "Synthesis and toxicity of new ring-fused imidazo[5,4-f] benzimidazolequinones and mechanism using amine N-oxide cyclizations". experimental part. p. 1967 - 1975. Retrieved 2012/05/31.