METHOXYACETIC ACID HYDRAZIDE Chemical Properties

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 Information

Hazard Codes 

Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36/37/39

HazardClass 

IRRITANT

METHOXYACETIC ACID HYDRAZIDE Usage And Synthesis

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

METHOXYACETIC ACID HYDRAZIDE(20605-41-8)Related Product Information

• Methoxyacetyl chloride
• 2,4-DICHLOROPHENOXYACETIC ACID HYDRAZIDE
• 2-CHLOROPHENOXYACETIC ACID HYDRAZIDE
• 2-(4-CHLORO-2-METHYLPHENOXY)ACETIC ACID HYDRAZIDE
• Methoxyacetic acid
• Acethydrazide
• Hydrazine acetate
• 4-NITROPHENOXYACETIC ACID HYDRAZIDE
• 4-FLUOROPHENOXYACETIC ACID HYDRAZIDE
• 2-METHYL-2-[4-(TRIFLUOROMETHOXY)PHENOXY]ACETIC ACID HYDRAZIDE
• 4-(TRIFLUOROMETHOXY)PHENOXYACETIC ACID HYDRAZIDE
• 2-(2-[[(4-CHLOROPHENYL)THIO]METHYL]PHENOXY)ETHANOHYDRAZIDE
• (2,4-DIBROMO-PHENOXY)-ACETIC ACID HYDRAZIDE
• N'1-(2-THIENYLMETHYLIDENE)-2-(2-[(4,5-DICHLORO-1H-IMIDAZOL-1-YL)METHYL]PHENOXY)ETHANOHYDRAZIDE
• 3-(2-(4-FLUOROPHENOXY)ACETYLHYDRAZIDYL)-2-OXOINDOLINE
• 2-(2,6-DICHLOROPHENYL)-7-METHYL-5-PHENYL-1-OXA-5,6-DIAZASPIRO[2.4]HEPT-6-EN-4-ONE
• 2-[2-[(4,5-DICHLORO-1H-IMIDAZOL-1-YL)METHYL]PHENOXY]ETHANOHYDRAZIDE
• N'1-[3-(TRIFLUOROMETHYL)BENZOYL]-2-(2-[(4,5-DICHLORO-1H-IMIDAZOL-1-YL)METHYL]PHENOXY)ETHANOHYDRAZIDE