| Identification | Back Directory | [Name]
METHYL (2-AMINO-PHENYL)-ACETATE | [CAS]
35613-44-6 | [Synonyms]
Methyl 2-(2-aminophenyl)
METHYL (2-AMINO-PHENYL)-ACETATE
METHYL 2-(2-AMINOPHENYL)ACETATE
Benzeneacetic acid, 2-aMino-, Methyl ester | [Molecular Formula]
C9H11NO2 | [MDL Number]
MFCD04973395 | [MOL File]
35613-44-6.mol | [Molecular Weight]
165.19 |
| Chemical Properties | Back Directory | [Boiling point ]
277.5±15.0 °C(Predicted) | [density ]
1.143±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Store in freezer, under -20°C | [pka]
3.39±0.10(Predicted) | [InChI]
InChI=1S/C9H11NO2/c1-12-9(11)6-7-4-2-3-5-8(7)10/h2-5H,6,10H2,1H3 | [InChIKey]
BWQBYHGDMBHIIQ-UHFFFAOYSA-N | [SMILES]
C1(CC(OC)=O)=CC=CC=C1N |
| Hazard Information | Back Directory | [Uses]
Methyl 2-(2-aminophenyl)acetate is used as an intermediate in organic synthesis. | [Synthesis]
General procedure for the synthesis of methyl (2-aminophenyl)acetate from methyl (2-nitrophenyl)acetate:
[00231] A mixture of compounds 1-2 ((2-nitrophenyl)acetic acid methyl ester, 9.75 g, 50 mmol), 10% palladium carbon catalyst (dry, 530 mg, 5 mmol) in methanol (100 mL) was subjected to a hydrogen atmosphere and stirred at room temperature overnight. Upon completion of the reaction, the reaction mixture was filtered to remove the palladium-carbon catalyst, and the filtrate was concentrated to afford compound 6-1 ((2-aminophenyl)acetic acid methyl ester, 8.02 g, yield: 97%) as a light yellow oil.
MS (ES): m/z: 166 [M + H].
1H NMR (400MHz, DMSO-d6) δ: 6.94 (m, 2H), 6.64 (d, 1H, J=8.0Hz), 6.51 (m, 1H), 4.88 (s, 2H), 3.59 (s, 3H), 3.52 (s, 2H). | [References]
[1] Journal of Medicinal Chemistry, 2003, vol. 46, # 5, p. 691 - 701
[2] European Journal of Organic Chemistry, 2017, vol. 2017, # 14, p. 1889 - 1893
[3] Patent: WO2014/106238, 2014, A1. Location in patent: Paragraph 00231
[4] Patent: WO2014/106238, 2014, A1. Location in patent: Paragraph 00269; 00397
[5] Patent: WO2009/3970, 2009, A1. Location in patent: Page/Page column 42-43 |
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