2,5-Dimethoxybenzylamine

Base Information

• Chemical Name: 2,5-Dimethoxybenzylamine
• CAS No.: 3275-95-4
• Molecular Formula: C9H13NO2
• Molecular Weight: 167.208
• Hs Code.: 29222990
• European Community (EC) Number: 628-304-4
• DSSTox Substance ID: DTXSID10186420
• Nikkaji Number: J1.243.880J
• Wikidata: Q72467723
• Mol file: 3275-95-4.mol

Synonyms:Benzylamine,2,5-dimethoxy- (7CI,8CI);(2,5-Dimethoxyphenyl)methanamine;1-Aminomethyl-2,5-dimethoxybenzene;2-(Aminomethyl)-1,4-dimethoxybenzene;Zilain;

Chemical Property of 2,5-Dimethoxybenzylamine

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Refractive Index: n20/D 1.548(lit.)
• Boiling Point: 272.4 °C at 760 mmHg
• PKA: 9.12±0.10(Predicted)
• Flash Point: 128.4 °C
• PSA: 44.48000
• Density: 1.062 g/cm³
• LogP: 1.86280
• Storage Temp.: Store under Nitrogen
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 167.094628657
• Heavy Atom Count: 12
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

2,5-Dimethoxybenzylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)OC)CN
• Uses: 2,5-Dimethoxybenzylamine is used in the preparation of pyrrolo[2,3-b]pyrazine-7-carboxamide derivatives as JAK and SYK inhibitors for the treatment of autoimmune and inflammatory diseases. 2,5-Dimethoxybenzylamine reacts with ethyl bromoacetate to yield N-(2,5-dimethoxy)benzylglycine ethyl ester.

Technology Process of 2,5-Dimethoxybenzylamine

There total 3 articles about 2,5-Dimethoxybenzylamine 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:

2,5-dimethoxybenzaldehyde (93-02-7) → 2,5-dimethoxybenzylamine (3275-95-4)

Guidance literature:

With ammonia; hydrogen; In methanol; at 100 ℃; for 4h; under 15001.5 Torr; Autoclave; Green chemistry;

DOI:10.1039/d1gc03578a

Reference yield:

2,5-dimethoxybenzyl bromide (60732-17-4) → 2,5-dimethoxybenzylamine (3275-95-4)

Guidance literature:

With hydrogenchloride; hexamethylenetetramine; Yield given. Multistep reaction; 1.) CHCl₃, a) reflux, 3 h, b) 4 deg C, overnight, 2.) MeOH, reflux, 3 d;

DOI:10.1016/0040-4020(96)00743-0

Reference yield:

→ 2,5-dimethoxybenzylamine (3275-95-4)

Guidance literature:

entspr. Aldehyd, NH3 / CH3OH;

upstream raw materials:

2,5-dimethoxybenzyl bromide

2,5-dimethoxybenzaldehyde

Downstream raw materials:

2,5-dimethoxybenzonitrile

3-(2,3-dichlorophenyl)-4-(2,5-dimethoxybenzyl)-4H-1,2,4-triazole

C₂₈H₃₇NO₄

C₃₀H₄₁NO₄

Refernces

• 1、 Williamson, David A.,Bowler, Bruce E.. "Synthesis of a beta-turn forming depsipeptide for hydrogen bond mediated electron transfer studies". . p. 12357 - 12372. Retrieved 2007/10/03.