Pyrimidine-4-carbonyl chloride

Base Information

• Chemical Name: Pyrimidine-4-carbonyl chloride
• CAS No.: 184951-32-4
• Molecular Formula: C5H3 Cl N2 O
• Molecular Weight: 142.54312
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID90593431
• Wikidata: Q82487923
• Mol file: 184951-32-4.mol

Synonyms:pyrimidine-4-carbonyl chloride;184951-32-4;4-PYRIMIDINECARBONYL CHLORIDE;4-Pyrimidinecarbonyl chloride (9CI);SCHEMBL1224735;DTXSID90593431;MFCD12827989;A812900

Chemical Property of Pyrimidine-4-carbonyl chloride

Chemical Property:

• Vapor Pressure: 0.0646mmHg at 25°C
• Refractive Index: 1.551
• Boiling Point: 230.8°C at 760 mmHg
• PKA: -1.82±0.10(Predicted)
• Flash Point: 93.4°C
• PSA: 42.85000
• Density: 1.393g/cm³
• LogP: 0.85560
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 141.9933904
• Heavy Atom Count: 9
• Complexity: 118

Purity/Quality:

97% ^*data from raw suppliers

Pyrimidine-4-carbonyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CN=C1C(=O)Cl

Technology Process of Pyrimidine-4-carbonyl chloride

There total 2 articles about Pyrimidine-4-carbonyl chloride 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: 99.0%

pyrimidine-4-carboxylic acid (31462-59-6) → pyrimidine-4-carbonyl chloride (184951-32-4)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;

Reference yield:

4-Methylpyrimidine (3438-46-8) → pyrimidine-4-carbonyl chloride (184951-32-4)

Guidance literature:

Multi-step reaction with 2 steps

1: selenium(IV) oxide; pyridine / 5 h / 55 - 90 °C

2: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane

With pyridine; selenium(IV) oxide; oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1021/jo502865f

Reference yield: 58.0%

o-hydroxyacetophenone (118-93-4,104809-67-8) + pyrimidine-4-carbonyl chloride (184951-32-4) → 2-acetylphenyl pyrimidine-4-carboxylate

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/acs.jmedchem.7b00523

upstream raw materials:

pyrimidine-4-carboxylic acid

4-Methylpyrimidine

Downstream raw materials:

9-(4-(dimethylamino)benzyl)-1-(pyrimidin-4-ylcarbonyloxy)-4-pivaloyloxytriptycene

9-(4-methoxybenzyl)-1-(pyrimidin-4-ylcarbonyloxy)-4-pivaloyloxytriptycene

9-(4-methylbenzyl)-1-(pyrimidin-4-ylcarbonyloxy)-4-pivaloyloxytriptycene

9-(benzyl)-1-(pyrimidin-4-ylcarbonyloxy)-4-pivaloyloxytriptycene