methyl N-[4-chloro-6-(methoxycarbonylamino)pyridin-2-yl]carbamate

Base Information

• Chemical Name: methyl N-[4-chloro-6-(methoxycarbonylamino)pyridin-2-yl]carbamate
• CAS No.: 121572-37-0
• Molecular Formula: C9H10 Cl N3 O4
• Molecular Weight: 259.65
• Hs Code.: 29333990
• DSSTox Substance ID: DTXSID00414860
• Wikidata: Q82223924
• Mol file: 121572-37-0.mol

Synonyms:121572-37-0;Dimethyl (4-chloropyridine-2,6-diyl)dicarbamate;methyl N-[4-chloro-6-(methoxycarbonylamino)pyridin-2-yl]carbamate;Carbamic acid, (4-chloro-2,6-pyridinediyl)bis-, dimethyl ester (9CI);Methyl 6-methoxyformamido-4-chloropyridin-2-ylcarbamate ,97per cent;METHYL 6-METHOXYFORMAMIDO-4-CHLOROPYRIDIN-2-YLCARBAMATE;4-chloro-2,6-dimethoxycarbonylaminopyridine;SCHEMBL13327841;DTXSID00414860;Methyl 6-methoxyformamido-4-chloropyridin-2-ylcarbamate ,97%;FT-0687932;Dimethyl(4-chloropyridine-2,6-diyl)dicarbamate;Dimethyl (4-chloropyridine-2,6-diyl)biscarbamate;J-522558;methyl N-[4-chloro-6-(methoxycarbonylamino)-2-pyridyl]carbamate

Chemical Property of methyl N-[4-chloro-6-(methoxycarbonylamino)pyridin-2-yl]carbamate

Chemical Property:

• PSA: 96.53000
• LogP: 2.11880
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 259.0359835
• Heavy Atom Count: 17
• Complexity: 263

Purity/Quality:

98%min ^*data from raw suppliers

Dimethyl(4-chloropyridine-2,6-diyl)dicarbamate 95+% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)NC1=CC(=CC(=N1)NC(=O)OC)Cl

Technology Process of methyl N-[4-chloro-6-(methoxycarbonylamino)pyridin-2-yl]carbamate

There total 2 articles about methyl N-[4-chloro-6-(methoxycarbonylamino)pyridin-2-yl]carbamate 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: 18.0%

methanol (67-56-1) + 4-chloropyridine-2,6-diylcarboxylic acid diazide (121572-36-9) → 4-Chloro-6-methoxycarbonylamino-pyridine-2-carboxylic acid methyl ester (121572-38-1) + dimethyl (4-chloropyridine-2,6-diyl)bis (121572-37-0)

Guidance literature:

for 8h; Heating;

DOI:10.1021/jm00130a023

Reference yield:

methanol (67-56-1) + (6-Azidocarbonyl-4-chloro-pyridin-2-yl)-carbamic acid methyl ester (121572-40-5) → 4-Chloro-6-methoxycarbonylamino-pyridine-2-carboxylic acid methyl ester (121572-38-1) + dimethyl (4-chloropyridine-2,6-diyl)bis (121572-37-0)

Guidance literature:

for 8h; Yield given; Heating;

DOI:10.1021/jm00130a023

Reference yield:

dimethyl (4-chloropyridine-2,6-diyl)bis (121572-37-0) → methyl (5-amino-1,2-dihydro-2-methyl-3-phenylpyrido[3,4-b]pyrazin-7-yl)carbamate (121572-46-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / conc. H₂SO₄, red fuming HNO₃ / 1.75 h / 0 deg C to r.t.

2: 42 percent / Et₃N, H₂O / a) reflux, 9 h, b) r.t., 16 h

3: 74 percent / Et₃N / propan-2-ol / 21 h / Heating

4: 82 percent / H₂ / Raney-Ni / acetic acid / 5 h / 760 Torr

With sulfuric acid; water; hydrogen; nitric acid; triethylamine; nickel; In acetic acid; isopropyl alcohol;

DOI:10.1021/jm00130a023

upstream raw materials:

methanol

(6-Azidocarbonyl-4-chloro-pyridin-2-yl)-carbamic acid methyl ester

4-chloropyridine-2,6-diylcarboxylic acid diazide

Downstream raw materials:

methyl (5-amino-1,2-dihydro-2-methyl-3-phenylpyrido[3,4-b]pyrazin-7-yl)carbamate

methyl <6-amino-4-<(1-methyl-2-oxo-2-phenylethyl)amino>-5-nitropyridin-2-yl>carbamate oxime

Refernces