ChemicalBook CAS DataBase List 2,4-Diamino-6-hydroxypyrimidine

2,4-Diamino-6-hydroxypyrimidine synthesis

7synthesis methods

Product Name:2,4-Diamino-6-hydroxypyrimidine
CAS Number:56-06-4
Molecular formula:C4H6N4O
Molecular Weight:126.12

A solution of sodium ethoxide is prepared from 23 g. (1 g. atom) of sodium and 250 ml of anhydrous ethanol in a 1-l round-bottomed flask fitted with a reflux condenser carrying a calcium chloride drying tube. After the sodium has dissolved, the solution is cooled and 113 g. (1 mole) of ethyl cyanoacetate is added. This mixture is allowed to stand while a second solution of sodium ethoxide of the same volume and concentration is prepared. To this solution is added 97 g. (1.02 moles) of guanidine hydrochloride. The sodium chloride is separated by filtration, and the clear filtrate containing guanidine is added to the solution of ethyl sodiocyanoacetate. This mixture is heated for 2 hours under reflux and is then evaporated to dryness at atmospheric pressure. The solid product is dissolved in 325 ml. of boiling water and acidified with 67 ml. of glacial acetic acid. Upon cooling of the solution, 101–103 g. (80–82%) of yellow needles separates; m.p. 260–270° (dec.) 2,4-Diamino-6-hydroxypyrimidine synthesis route

2,4-Diamino-6-hydroxypyrimidine synthesis route

506-93-4
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$15.00/5mg

105-56-6
449 suppliers
$10.00/5ml

56-06-4
493 suppliers
$5.00/25mg

Yield:56-06-4 95%

Reaction Conditions:

Stage #1:guanidine nitrate;ethyl 2-cyanoacetate with sodium methylate in methanol for 4 h;Reflux;
Stage #2: with hydrogenchloride in water; pH=9pH-value;

Steps:

1 Example 1: Preparation of DAHP
In a four-necked flask, 300 ml of methanol, 110 g of guanidine nitrate, and 55 g of sodium methoxide were heated and stirred for 1 hour.In the reflux state, methyl cyanoacetate was added dropwise. After refluxing for 4 hours, the recovered methanol was distilled off (applied), 800 ml of water was added, and the pH was adjusted to 9 with hydrochloric acid.Then, 50% of acetic acid was used to adjust pH=7, cooled to 5-10° C., filtered, washed with water and dried to obtain 120 g of DAHP dry product with a yield of 95% and a content of 99.1%.

References:

Jiangxi Kaiyuan Bio-pharmaceutical Technology Co., Ltd.;Xiangtan Kaiyuan Chemical Co., Ltd.;Chen Rongbing;Zhou Zhijun;Chen Luwu CN107857734, 2018, A Location in patent:Paragraph 0032; 0033; 0034; 0035

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50-01-1 Synthesis