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1193-24-4

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1193-24-4 Usage

Chemical Properties

Light Yellow Powder

Uses

4,6-Dihydroxypyrimidine (cas# 1193-24-4) is a compound useful in organic synthesis.

Flammability and Explosibility

Notclassified

Synthesis

Synthesis of 4,6-dihydroxypyrimidine (DHP) by reaction of a malonic acid ester with formamide and an alkali metal alkoxide at elevated temperature.

Check Digit Verification of cas no

The CAS Registry Mumber 1193-24-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,9 and 3 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1193-24:
(6*1)+(5*1)+(4*9)+(3*3)+(2*2)+(1*4)=64
64 % 10 = 4
So 1193-24-4 is a valid CAS Registry Number.
InChI:InChI=1/C4H4N2O2/c7-3-1-4(8)6-2-5-3/h1-2H,(H2,5,6,7,8)

1193-24-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A15688)  4,6-Dihydroxypyrimidine, 98%   

  • 1193-24-4

  • 25g

  • 320.0CNY

  • Detail
  • Alfa Aesar

  • (A15688)  4,6-Dihydroxypyrimidine, 98%   

  • 1193-24-4

  • 100g

  • 1023.0CNY

  • Detail
  • Alfa Aesar

  • (A15688)  4,6-Dihydroxypyrimidine, 98%   

  • 1193-24-4

  • 500g

  • 4095.0CNY

  • Detail
  • Aldrich

  • (D120405)  4,6-Dihydroxypyrimidine  98%

  • 1193-24-4

  • D120405-25G

  • 539.37CNY

  • Detail

1193-24-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,6-Dihydroxypyrimidine

1.2 Other means of identification

Product number -
Other names 4,6-Pyrimidinediol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1193-24-4 SDS

1193-24-4Synthetic route

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

4,6-pyrimidinediol
1193-24-4

4,6-pyrimidinediol

Conditions
ConditionsYield
With sulfuric acid; sodium methylate; formamide In methanol; water96%
With hydrogenchloride76%
With hydrogenchloride; sodium methylate; formamide In methanol; water75.1%
In water74.8%
malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

4,6-pyrimidinediol
1193-24-4

4,6-pyrimidinediol

Conditions
ConditionsYield
With sodium methylate In methanol at 60 - 70℃; for 8h; Large scale;90%
Stage #1: formamide; malonic acid dimethyl ester With sodium methylate In methanol at 95℃; for 1h;
Stage #2: With hydrogenchloride In water at 35℃; pH=2.8; Temperature; pH-value; Reagent/catalyst; Solvent;
82.5%
With sodium methylate In methanol at 50℃; for 2h; Concentration; Temperature;
diethyl malonate
105-53-3

diethyl malonate

4,6-pyrimidinediol
1193-24-4

4,6-pyrimidinediol

Conditions
ConditionsYield
With methanol; sodium methylate for 3h; Reflux;85%
With sodium ethanolate In ethanol at 65 - 110℃; for 49h;82%
Stage #1: formamide With sodium In ethanol at 45℃; for 10h;
Stage #2: diethyl malonate In ethanol at 65 - 110℃; for 4h;
67.9%
formamidine acetic acid
3473-63-0

formamidine acetic acid

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

4,6-pyrimidinediol
1193-24-4

4,6-pyrimidinediol

Conditions
ConditionsYield
Stage #1: formamidine acetic acid With sodium methylate In methanol at 0℃; for 0.0833333h; Inert atmosphere;
Stage #2: malonic acid dimethyl ester In methanol at 0℃; for 5h; Reflux;
62%
sodium ethanolate
141-52-6

sodium ethanolate

diethyl malonate
105-53-3

diethyl malonate

formamidine
463-52-5

formamidine

4,6-pyrimidinediol
1193-24-4

4,6-pyrimidinediol

Conditions
ConditionsYield
reagiert analog mit Propionamidin;

A

C21H15N3O5

C21H15N3O5

B

2-(2-(6-(2-cyanophenoxy)pyrimidin-4-yloxy)phenyl)acetic acid methyl ester

2-(2-(6-(2-cyanophenoxy)pyrimidin-4-yloxy)phenyl)acetic acid methyl ester

C

methyl (E)-2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yl]oxyphenyl]-3-methoxyprop-2-enoate

methyl (E)-2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yl]oxyphenyl]-3-methoxyprop-2-enoate

D

4,6-pyrimidinediol
1193-24-4

4,6-pyrimidinediol

Conditions
ConditionsYield
In methanol; water at 19℃; Quantum yield; Further Variations:; pH-values; UV-irradiation;
In methanol; water at 19℃; Quantum yield; Irradiation;
malonodiamide
108-13-4

malonodiamide

formic acid ethyl ester
109-94-4

formic acid ethyl ester

4,6-pyrimidinediol
1193-24-4

4,6-pyrimidinediol

Conditions
ConditionsYield
With sodium ethanolate In ethanol Reflux;
acetamidine
143-37-3

acetamidine

diethyl malonate
105-53-3

diethyl malonate

4,6-pyrimidinediol
1193-24-4

4,6-pyrimidinediol

Conditions
ConditionsYield
With sodium methylate In methanol at 0 - 25℃; for 18h;

1193-24-4Relevant articles and documents

Sustainable and cost-efficient electro-synthesis of formamidine acetate from cyanamide in aqueous acidic electrolyte

Güthner, Thomas,Klein, Martin,Sans, Jürgen,Thalhammer, Franz,Waldvogel, Siegfried R.

, p. 3289 - 3294 (2021)

Formamidine represents a versatile building block in synthetic organic chemistry. We developed a new electrochemical synthesis of formamidine acetate by cathodic reduction of cyanamide in an aqueous electrolyte and in high yield. The crude product could be used for further conversions, such as to pyrimidines without purification. Compared to established synthetic routes neither prior processing of cyanamide was necessary, nor precious transition-metal catalyst were required, nor any reagent waste was produced, and only biocompatible and sustainable solvents were employed for this process, following the requirements ofgreen chemistry.

Photochemical transformation of azoxystrobin in aqueous solutions

Boudina,Emmelin,Baaliouamer,Paisse,Chovelon

, p. 1280 - 1288 (2007)

The photochemical behaviour of azoxystrobin fungicide (AZX) in water was studied under laboratory conditions. Photodegradation was initiated using a solar simulator (xenon arc lamp) or a jacketed Pyrex reaction cell equipped with a 125 W, high-pressure mercury lamp. HPLC/MS analysis (APCI and ESI in positive and negative modes) was used to identify AZX photoproducts. The calculated polychromatic quantum efficiencies (φ{symbol}) of AZX at pH 4.5, 7 and 9 were 5.42 × 10-3, 3.47 × 10-3 and 3.06 × 10-3 (degraded molecules per absorbed photon), respectively. The relatively narrow range of values indicates the stability of AZX with respect to photodegradation in the studied pH range. Results from the HPLC/MS analysis suggest that the phototransformation of AZX proceeds via multiple, parallel reaction pathways including: (1) photo-isomerization (E → Z), (2) photo-hydrolysis of the methyl ester and of the nitrile group, (3) cleavage of the acrylate double bond, (4) photohydrolytic ether cleavage between the aromatic ring giving phenol, and (5) oxidative cleavage of the acrylate double bond.

Pyrimidine hydrazone derivative and preparation method and application thereof

-

Paragraph 0036-0040, (2020/11/23)

The invention relates to pyrimidine hydrazone derivatives as shown in a chemical structural formula I or II, pharmaceutically acceptable salts and pharmaceutical compositions thereof, and an application of the pyrimidine hydrazone derivatives and the pharmaceutically acceptable salts and the pharmaceutical compositions in preparation of influenza virus neuraminidase inhibitors, wherein X is selected from: fluorine, chlorine, bromine, hydroxyl, dihydroxy, 2-hydroxy-3-methoxy, 2-hydroxy-4-methoxy, 2-hydroxy-5-C1-C2 alkoxy, 2-hydroxy-6-C1-C2 alkoxy, 3-hydroxy-2-C1-C2 alkoxy, 3-hydroxy-4-C1-C2 alkoxy, 3-hydroxy-5-methyl C1-C2 alkoxy , 3-hydroxy-6-C1-C2 alkoxy, 4-hydroxy-2-C1-C2 alkoxy, 4-hydroxy-3-C1-C2 alkoxy, 4-hydroxy-3, 5-diC1-C2 alkoxy, trihydroxy or 4-hydroxy-3,5-dimethyl; and Y is selected from: fluorine, chlorine, bromine, acetamido, hydroxyl or methoxy.

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