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A14773 O-Methylisourea hydrochloride, 98%

CAS Number
5329-33-9
Synonyms

Stock No. Size Price ($) Quantity Availability
A14773-09 10g 70.70
A14773-18 50g 311.00
A14773-30 250g 1314.00
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O-Methylisourea hydrochloride, 98%

MDL
MFCD00035043

Chemical Properties

Formula
C2H6N2O•HCl
Formula Weight
110.54
Melting point
ca 116° dec.
Storage & Sensitivity
Ambient temperatures.
Solubility
Soluble in organic solvents, water, methanol and ethanol.

Applications

O-methylisourea hydrochloride is used to prepare 1-chloro-2-methyl-isourea. It is also used as an organic intermediate.

Notes

Incompatible with strong oxidizing agents.

Literature References

Useful intermediate, more nucleophilic than urea itself, and avoiding toxicity of thiourea, in the synthesis of pyrimidines, by condensation with ß-diketones: Chem. Ber., 109, 3255 (1976); and of uracils, by condensation with ß-keto esters: Tetrahedron, 40, 3313 (1984); J. Heterocycl. Chem., 26, 883 (1989).

Reagent for guanylation of primary and secondary amines: Chem.-Ztg., 98, 617 (1974).

Reagent for selective methylation of SH groups at pH 8.5: Biochemistry, 9, 3343 (1970); 11, 110 (1972).

For a review of the synthetic applications of isoureas, see: Org. Prep. Proced. Int., 12, 309 (1980).

Paul, S.; Pattanayak, S.; Sinha, S. Synthesis and cell transfection properties of cationic uracil-morpholino tetramer. Tetrahedron Lett. 2014, 55 (5), 1072-1076.

Le?tinois, U.; Schu?tz, J.; Ha?rter, R.; Stoll, R.; Huffschmidt, F.; Bonrath, W.; Karge, R. Lewis acid-catalyzed synthesis of 4-aminopyrimidines: a scalable industrial process. Org. Process Res. Dev. 2013, 17 (3), 427-431.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280a-P305+P351+P338-P304+P340-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
3909619
Harmonized Tariff Code
2925.29
TSCA
Yes

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