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O-Methylisourea hydrochloride, 98%
O-Methylisourea hydrochloride, 98%
O-Methylisourea hydrochloride, 98%
Thermo Scientific Chemicals

O-Methylisourea hydrochloride, 98%

CAS: 5329-33-9 | C2H7ClN2O | 110.541 g/mol
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Catalog number A14773.09
also known as A14773-09
Price (EUR)
68,70
Each
Quantity:
10 g
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Price (EUR)
68,70
Each
Chemical Identifiers
CAS5329-33-9
IUPAC Namehydrogen methoxymethanimidamide chloride
Molecular FormulaC2H7ClN2O
InChI KeyMUDVUWOLBJRUGF-UHFFFAOYSA-N
SMILES[H+].[Cl-].COC(N)=N
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White
FormCrystals or powder or crystalline powder
Assay (Titration ex Chloride)≥97.5 to ≤102.5%
O-methylisourea hydrochloride is used to prepare 1-chloro-2-methyl-isourea. It is also used as an organic intermediate.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

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

Solubility
Soluble in organic solvents, water, methanol and ethanol.

Notes
Incompatible with strong oxidizing agents.
RUO – Research Use Only

General References:

  1. 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).
  2. Reagent for guanylation of primary and secondary amines: Chem.-Ztg., 98, 617 (1974).
  3. Reagent for selective methylation of SH groups at pH 8.5: Biochemistry, 9, 3343 (1970); 11, 110 (1972).
  4. For a review of the synthetic applications of isoureas, see: Org. Prep. Proced. Int., 12, 309 (1980).
  5. Paul, S.; Pattanayak, S.; Sinha, S. Synthesis and cell transfection properties of cationic uracil-morpholino tetramer. Tetrahedron Lett. 2014, 55 (5), 1072-1076.
  6. Létinois, U.; Schütz, J.; Härter, 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.