5-Hydroxy-1H-imidazole-4-carboxamide

5-Hydroxy-1H-imidazole-4-carboxamide Property

Melting point:

260°C

Boiling point:

575.0±35.0 °C(Predicted)

Density 

1.627

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMSO (Slightly), Water (Slightly)

form 

Solid

pka

7.20±0.15(Predicted)

color 

Grey

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

5-Hydroxy-1H-imidazole-4-carboxamide Chemical Properties,Usage,Production

Chemical Properties

Grey Solid

Uses

5-Hydroxy-3H-imidazole-4-carboxamide (cas# 56973-26-3) is a compound useful in organic synthesis.

Definition

ChEBI: A hydroxyimidazole that is 5-hydroxyimidazole in which the hydrogen at position 4 is replaced by an aminocarbonyl group.

Synthesis

Under nitrogen protection, 20.0 g of 5-hydroxy-1H-imidazole-4-carboxamide hydrochloride dihydrate prepared according to the method of Reference Example 2 was dissolved in 240 mL of a 0.45 mol/L hydrochloric acid solution, and heated to 50°C to dissolve it completely. Maintaining the reaction temperature at 50 °C, 40 mL of an aqueous solution containing 14.3 g of sodium formate was added slowly and dropwise over 35 minutes. Upon completion of the reaction, the reaction mixture was cooled to an internal temperature of 5 °C and stirring was continued for 90 minutes. The resulting crystals were collected by filtration, and the crystals were washed sequentially using a mixture comprising 20 mL of acetone and 40 mL of water and 60 mL of acetone, resulting in 12.6 g of 5-hydroxy-1H-imidazole-4-carboxamide-3/4 hydrate, the product being a pale yellow crystal. The water content of the product was 8.6% (determined by Karl Fischer method). Infrared spectra (ATR method) showed characteristic absorption peaks located at 1655, 1619, 1584, 1551 cm?1. Powder X-ray diffraction pattern and infrared absorption spectra (ATR method) are demonstrated in Fig. 8, Table 3 and Fig. 9, respectively.

References

[1] Patent: EP2762469, 2014, A1. Location in patent: Paragraph 0144-0145
[2] Patent: US2015/51408, 2015, A1. Location in patent: Paragraph 0039