| Identification | More | [Name]
METHOXYACETIC ACID HYDRAZIDE | [CAS]
20605-41-8 | [Synonyms]
AKOS B015437
ART-CHEM-BB B015437
METHOXYACETIC ACID HYDRAZIDE
METHOXYACETOHYDRAZIDE
2-METHOXYACETOHYDRAZIDE | [Molecular Formula]
C3H8N2O2 | [MDL Number]
MFCD02197887 | [Molecular Weight]
104.11 | [MOL File]
20605-41-8.mol |
| Chemical Properties | Back Directory | [Melting point ]
58-59°C | [Boiling point ]
271.5±23.0 °C(Predicted) | [density ]
1.107±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C | [form ]
Solid | [pka]
12.29±0.18(Predicted) | [Appearance]
White to off-white Solid | [CAS DataBase Reference]
20605-41-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [HazardClass ]
IRRITANT |
| Hazard Information | Back Directory | [Uses]
2-Methoxyacetohydrazide is used in preparation of Benzylaminopyrazolopyrimidinone derivatives and analogs for use as DNA polymerase IIIC inhibitors. | [Synthesis]
Preparative Example 5: Synthesis of 2-methoxyacetohydrazide
Hydrazine monohydrate (9.85 mL, 202 mmol) was slowly added to a solution of methyl methoxyacetate (10 mL, 101 mmol) in methanol (50 mL). The reaction mixture was continuously stirred and heated at 70 °C for 18 hours. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently concentrated under reduced pressure in a rotary evaporator to remove the solvent. Toluene (2 x 50 mL) was added to the residue for azeotropic dehydration to give a white solid product. The solid was ground with ether (50 mL) for further purification, followed by vacuum drying at 50 °C for 30 min to give the final methoxyacetylhydrazine as a white solid in 95% yield (9.98 g). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 3.26 (s, 3H), 3.79 (s, 2H), 4.22 (bs, 2H), 8.97 (bs, 1H). | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 2, p. 516 - 520
[2] Patent: US2006/160786, 2006, A1. Location in patent: Page/Page column 22
[3] Patent: WO2005/74904, 2005, A2. Location in patent: Page/Page column 57-58
[4] Patent: WO2004/108661, 2004, A1. Location in patent: Page/Page column 51
[5] Patent: WO2005/63742, 2005, A2. Location in patent: Page/Page column 23 |
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