2-(AMMONIOOXY)PROPANE CHLORIDE Chemical Properties

Melting point:

94-96°C

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

Appearance

White to off-white Solid

Safety Information

RIDADR 

UN3261

HazardClass 

IRRITANT

HS Code 

2928009090

2-(AMMONIOOXY)PROPANE CHLORIDE Usage And Synthesis

Uses

2-(Aminooxy)propane Hydrochloride, can be used as an intermediate for the synthesis of various pharmaceutical and biologically active compounds. It can be utilized for the synthesis of Dihydroindazolo[5,4-a]pyrrolo[3,4-c]carbazole oximes as potent dual inhibitors of TIE-2 and VEGF-R2 receptor tyrosine kinases.

Synthesis

General procedure for the synthesis of isopropylhydroxylamine hydrochloride from 2-isopropoxyisodihydroindole-1,3-dione: Hydrazine monohydrate (2.80 mL, 58.5 mmol) was added to a chloroform solution (100 mL) of N-(isopropoxy)phthalimide (4.00 g, 19.5 mmol) containing 10% methanol, and the reaction was stirred for 47 hours at room temperature. After completion of the reaction, the reaction mixture was filtered under reduced pressure and the filtrate was concentrated under vacuum. To the resulting crude product was added diethyl ether, followed by dropwise addition of 1,4-dioxane solution of hydrogen chloride (4 mol/L) until the pH reached 3. The precipitated solid was collected to afford O-isopropylhydroxylamine hydrochloride as a white solid (0.77 g, 35% yield).

References

[1] Journal of Antibiotics, 2000, vol. 53, # 10, p. 1071 - 1085
[2] Patent: WO2012/74999, 2012, A1. Location in patent: Page/Page column 91
[3] Patent: US2008/146625, 2008, A1. Location in patent: Page/Page column 9
[4] Patent: JP2015/848, 2015, A. Location in patent: Paragraph 0148; 0149; 0151
[5] Patent: US2014/378399, 2014, A1. Location in patent: Paragraph 0104

2-(AMMONIOOXY)PROPANE CHLORIDE(4490-81-7)Related Product Information

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• Isopropenylboronic acid pinacol ester
• Isopropyl isothiocyanate
• POTASSIUM I-PROPYLTRIFLUOROBORATE
• 1,3,2-dioxaborinane
• ISOPROPYLHYDRAZINE HYDROCHLORIDE
• Isopropylboronic acid
• Isobutaneboronic acid
• 2-(2-BROMOETHOXY)PROPANE
• L-Serine, 1-methylethyl ester, hydrochloride
• Isopropylsulfonamide
• Diethyl isopropylmalonate
• Isopropylmagnesium chloride lithium chloride complex
• O-TERT-BUTYLHYDROXYLAMINE HYDROCHLORIDE
• ACIVICIN
• 5-(([3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]AMINO)METHYL)-4,5-DIHYDRO-3-ISOXAZOLECARBOHYDRAZIDE
• [5-(([3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]AMINO)METHYL)-4,5-DIHYDRO-3-ISOXAZOLYL](MORPHOLINO)METHANONE
• 5-(([3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]AMINO)METHYL)-4,5-DIHYDRO-3-ISOXAZOLECARBOXYLIC ACID