5-Chloro-2-(aminocarbonylmethyloxy)benzylamine

Base Information

• Chemical Name: 5-Chloro-2-(aminocarbonylmethyloxy)benzylamine
• CAS No.: 195517-93-2
• Molecular Formula: C9H11ClN2O2
• Molecular Weight: 214.652
• DSSTox Substance ID: DTXSID90457963
• Wikidata: Q82281063
• Mol file: 195517-93-2.mol

Synonyms:195517-93-2;5-chloro-2-(aminocarbonylmethyloxy)benzylamine;2-[2-(aminomethyl)-4-chlorophenoxy]Acetamide;Acetamide, 2-[2-(aminomethyl)-4-chlorophenoxy]-;2-(2-(Aminomethyl)-4-chlorophenoxy)acetamide;SCHEMBL3727208;DTXSID90457963;AZBWWYMVFPAHMG-UHFFFAOYSA-N;AKOS009309839;FT-0745500;5-Chloro-2-(aminocarbonyl-methyloxy)-benzylamine;A1-04407

Chemical Property of 5-Chloro-2-(aminocarbonylmethyloxy)benzylamine

Chemical Property:

• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 214.0509053
• Heavy Atom Count: 14
• Complexity: 201

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)CN)OCC(=O)N

Technology Process of 5-Chloro-2-(aminocarbonylmethyloxy)benzylamine

There total 4 articles about 5-Chloro-2-(aminocarbonylmethyloxy)benzylamine 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: 96.0%

(2-carbamoylmethoxy-5-chlorobenzyl)carbamic acid tert-butyl ester (793695-94-0) → 5-chloro-2-(aminocarbonylmethyloxy)benzylamine (195517-93-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.75h;

DOI:10.1021/jm049580r

Reference yield:

(5-chloro-2-hydroxybenzyl)carbamic acid tert-butyl ester (195517-88-5) → 5-chloro-2-(aminocarbonylmethyloxy)benzylamine (195517-93-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / K₂CO₃ / dimethylformamide / 20 °C

2: 96 percent / aq. TFA / CH₂Cl₂ / 0.75 h / 20 °C

With potassium carbonate; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm049580r

Reference yield:

5-chloro-2-hydroxybenzylamine (3970-05-6) → 5-chloro-2-(aminocarbonylmethyloxy)benzylamine (195517-93-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / Et₃N / methanol; tetrahydrofuran / 1 h / 45 °C

2: 90 percent / K₂CO₃ / dimethylformamide / 20 °C

3: 96 percent / aq. TFA / CH₂Cl₂ / 0.75 h / 20 °C

With potassium carbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm049580r

upstream raw materials:

(2-carbamoylmethoxy-5-chlorobenzyl)carbamic acid tert-butyl ester

(5-chloro-2-hydroxybenzyl)carbamic acid tert-butyl ester

5-chloro-2-hydroxybenzylamine

5-chlorosalicylamide

Downstream raw materials:

(1'S,2'R,3'S,4'R,5'S)-4'-[6-(5-chloro-2-(aminocarbonylmethyloxy)benzylamino)-2-chloropurin-9-yl]-2',3'-O-isopropylidenebicyclo[3.1.0]haxane-1'-carboxylic acid ethyl ester