2-Amino-4,6-dichloropyrimidine-5-carbaldehyde

Base Information

• Chemical Name: 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde
• CAS No.: 5604-46-6
• Molecular Formula: C5H3Cl2N3O
• Molecular Weight: 192.004
• Hs Code.: 29335990
• European Community (EC) Number: 624-720-5
• NSC Number: 101680
• DSSTox Substance ID: DTXSID20295395
• Nikkaji Number: J1.411.179D
• Wikidata: Q72435704
• Mol file: 5604-46-6.mol

Synonyms:5604-46-6;2-amino-4,6-dichloropyrimidine-5-carbaldehyde;2-Amino-4,6-dichloro-5-formylpyrimidine;2-amino-4,6-dichloro-pyrimidine-5-carbaldehyde;2-Amino-4,6-dichloropyrimidine-5-carboxaldehyde;2-amino-4,6-dichloro-5-pyrimidinecarbaldehyde;2-Amino-4.6-dichloropyrimidine-5-carbaldehyde;2-Amino-4,6-dichloro-5-formyl-pyrimidine;5-Pyrimidinecarboxaldehyde, 2-amino-4,6-dichloro-;MFCD03001242;NSC101680;NCIOpen2_001785;SCHEMBL192661;DTXSID20295395;GOJUJUVQIVIZAV-UHFFFAOYSA-N;BCP11089;CS-M1767;BBL101207;STL555003;AKOS000275046;5-Pyrimidinecarboxaldehyde,6-dichloro-;AC-3595;NSC-101680;SB37672;SY007654;2-amino-4,6-di-chloro-5-formyl-pyrimidine;A8073;AM20100379;FT-0601417;EN300-27370;2-amino-4,6-dichloropyrimidine-5-carboaldehyde;2-Amino-4,6-dichloro-5-pyrimidine carbaldehyde;2-Amino-4.6-dichloropyrimidine-5-carboxaldehyde;2-Amino-4 pound not6-dichloro-5-formylpyrimidine;12R-0210;Q-102302;2-Amino-4,6-dichloropyrimidine-5-carboxaldehyde, 97%;Z235340099;InChI=1/C5H3Cl2N3O/c6-3-2(1-11)4(7)10-5(8)9-3/h1H,(H2,8,9,10

Chemical Property of 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde

Chemical Property:

• Appearance/Colour: yellow solid
• Vapor Pressure: 5.52E-07mmHg at 25°C
• Melting Point: 208-224 °C
• Refractive Index: 1.684
• Boiling Point: 411.6 °C at 760 mmHg
• PKA: -1.57±0.10(Predicted)
• Flash Point: 202.7 °C
• PSA: 68.87000
• Density: 1.688 g/cm³
• LogP: 1.75930
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 190.9653171
• Heavy Atom Count: 11
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-4,6-dichloro-pyrimidine-5-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(=O)C1=C(N=C(N=C1Cl)N)Cl
• Uses: Substrate used in the synthesis of an N-terminal surrogate in amino acid and peptide analogues. 2-Amino-4,6-dichloro-pyrimidine-5-carbaldehyde is a substrate used in the synthesis of an N-terminal surrogate in amino acid and peptide analogues.

Technology Process of 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde

There total 7 articles about 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde 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: 84.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 2-aminopyrimidine-4,6-diol (56-09-7) → 2-amino-4,6-dichloropyrimidine-5-carboxaldehyde (5604-46-6)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 5 - 10 ℃;

2-aminopyrimidine-4,6-diol; Cooling; Reflux;

With water;

DOI:10.1055/s-0030-1260943

Reference yield: 81.3%

2-Amino-4,6-dichloropyrimidine (56-05-3) + 2-amino-6-hydroxy-pyrimidin-4(3H)-one (56-09-7) → 2-amino-4,6-dichloropyrimidine-5-carboxaldehyde (5604-46-6)

Guidance literature:

With N,N-dimethyl-formamide; trichlorophosphate; at 5 - 20 ℃; for 24.5h; Reflux;

Reference yield: 80.0%

2-amino-6-hydroxy-pyrimidin-4(3H)-one (56-09-7) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-amino-4,6-dichloropyrimidine-5-carboxaldehyde (5604-46-6)

Guidance literature:

With trichlorophosphate; 1.) reflux, 1.5 h, 2.) RT, 12 h;

upstream raw materials:

2-amino-6-hydroxy-pyrimidin-4(3H)-one

N,N-dimethyl-formamide

2-aminopyrimidine-4,6-diol

2-Amino-4,6-dichloropyrimidine

Downstream raw materials:

2-amino-4,6-dichloro-5-hydroxymethylpyrimidine

benzyl 2-amino-4-pyrrolidinothieno[2,3-d]pyrimidine-6-carboxylate

NU₆₀₅₅

(2,4-diamino-6-cyclohexylmethoxy-pyrimidin-5-yl)-phenyl-methanol

Refernces

• 1、 -. "Nitrogen-containing fused tricyclic derivatives and application thereof". Paragraph 0239; 0241-0244. . Retrieved 2020/05/11.
• 2、 -. "Application of five-membered heterocycle pyrimidine compound". Paragraph 0050; 0113; 0114; 0115; 0116. . Retrieved 2018/09/12.