Identification | More | [Name]
3'-Amino-4'-methoxyacetanilide | [CAS]
6375-47-9 | [Synonyms]
2-AMINO-4-ACETAMIDOANISOLE 2-AMINO-4-ACETYLAMINOANISOLE 3-AMINO-4-METHOXY ACETANILIDE 3'-AMINO-4'-METHOXYACETANILIDE 3-AMINO-4-METHOXYACETANILINE 3'-AMINO-4'-METHOXYACETOANILIDE 4-ACETAMINO-2-AMINOANISOLE 4-ACETOAMINO-2-AMINO METHOXYBENZENE 5-ACETAMIDO-O-ANISIDINE N1-ACETYL-4-METHOXY-1,3-PHENYLENEDIAMINE N-(3-AMINO-4-METHOXYPHENYL)ACETAMIDE TIMTEC-BB SBB000217 2-Amino-4-acetaminoanisole 3-Amino-4-methoxyacetylaniline Acetamide, N-(3-amino-4-methoxyphenyl)- Acetamide,N-(3-amino-4-methoxyphenyl)- n-(3-amino-4-methoxyphenyl)-acetamid 3'-AMINO-4'-METHOXYACETANILIDE TECH. & o-Amino-p-acetanisidine 3-AMINO-4-METHOXY ACETANILIDE PHOSPHATE | [EINECS(EC#)]
228-938-8 | [Molecular Formula]
C9H12N2O2 | [MDL Number]
MFCD00008676 | [Molecular Weight]
180.2 | [MOL File]
6375-47-9.mol |
Chemical Properties | Back Directory | [Melting point ]
109°C | [Boiling point ]
313.03°C (rough estimate) | [density ]
1.1819 (rough estimate) | [refractive index ]
1.5373 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
14.23±0.70(Predicted) | [color ]
White to Gray to Brown | [Stability:]
Hygroscopic | [InChI]
InChI=1S/C9H12N2O2/c1-6(12)11-7-3-4-9(13-2)8(10)5-7/h3-5H,10H2,1-2H3,(H,11,12) | [InChIKey]
SJWQCBCAGCEWCV-UHFFFAOYSA-N | [SMILES]
C(NC1=CC=C(OC)C(N)=C1)(=O)C | [CAS DataBase Reference]
6375-47-9(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Amino-4-acetamino anisole(6375-47-9) | [EPA Substance Registry System]
6375-47-9(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
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 . S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
1
| [HazardClass ]
IRRITANT | [HS Code ]
2924297099 |
Hazard Information | Back Directory | [Chemical Properties]
White crystals. Melting point 116-118 ℃. | [Uses]
3'-Amino-4'-methoxyacetanilide mainly used as a disperse dye intermediate | [Synthesis]
In conjunction with the accompanying drawings, a continuous flow reactor equipped with a solid-liquid separator was connected to a constant-flow pressure pump and a nitrogen cylinder, respectively. First, nitrogen was introduced to displace the air in the reaction system, followed by heating the first part of the reactor to the set temperature using an oil bath and adjusting the pressure of the first reactor to the desired value by means of a back pressure valve. A methanol solution of 2,4-dinitroanisole with catalyst (1% Pd/C, particle size <100 μm) was introduced from inlet 1 via a metering pump, preheated and fed into the tubular continuous flow reactor. At the same time, hydrogen was introduced from inlet 2 via a gas flow meter into the same reactor. After reacting at a specific temperature and pressure for a certain period of time, the mixture enters a gas-liquid-solid separator, where the catalyst is separated and recycled, while the liquid phase is introduced directly into the second reactor through inlet 3. In the second reactor, acid and acetic anhydride are added from feed ports 4 and 5, respectively, via a metering pump, and mixed with hydrogen and reacted at a set temperature. Upon completion of the reaction, the mixture entered the post-treatment tank, and was subjected to filtration, distillation to recover methanol, washing and recrystallization steps to finally obtain 3-amino-4-methoxyacetanilide. The process has a maximum yield of 99% and a product purity of 99.9% (see Example 11). | [References]
[1] Patent: CN106966915, 2017, A. Location in patent: Paragraph 0031; 0032; 0033; 0034; 0035; 0036-0042 [2] Patent: CN105348132, 2016, A. Location in patent: Paragraph 0066; 0067 [3] Patent: CN104926679, 2016, B. Location in patent: Paragraph 0016; 0017; 0019; 0021 [4] Patent: CN108409593, 2018, A. Location in patent: Paragraph 0037; 0047-0049 [5] Patent: CN108440333, 2018, A. Location in patent: Paragraph 0037; 0056-0064 |
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