Alternatived Products of [ 16298-38-7 ]
Product Details of [ 16298-38-7 ]
CAS No. : | 16298-38-7 |
MDL No. : | MFCD00071556 |
Formula : |
C21H30N2
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Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
310.48
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Pubchem ID : | - |
Synonyms : |
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Safety of [ 16298-38-7 ]
Signal Word: | |
Class: | |
Precautionary Statements: | |
UN#: | |
Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 16298-38-7 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Upstream synthesis route of [ 16298-38-7 ]
- Downstream synthetic route of [ 16298-38-7 ]
- 1
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[ 50-00-0 ]
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[ 579-66-8 ]
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[ 5266-85-3 ]
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M-MIPADEA
[ No CAS ]
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[ 16298-38-7 ]
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[ 13680-35-8 ]
Yield | Reaction Conditions | Operation in experiment |
|
With sulfuric acid; In water; isopropyl alcohol; at 60℃; for 5.5h;Product distribution / selectivity; |
Comparative Example 2Synthesis of M-MIPADEAThe conditions of Example 1 were used except that the amine mixture was 2-methyl-6-isopropylaniline (MIPA) and 2,6-diethylaniline (DEA). A series of reactions was conducted in which the MIPA to DEA ratio was varied using 14.71 ml of Formalin Solution as the source of formaldehyde. The quantities used are shown below. TABLE 1 Starting Materials Reaction Products Example MIPA, g DEA, g MMIPA % MDEA % Hybrid % 2.1 8.3 41.5 2.8 74.9 22.3 2.2 16.7 33.3 7.8 49.7 42.5 2.3 25 25 21.0 29.0 49.0 2.4 33.3 16.7 37.7 9.9 52.4 Note: acid mix=127 ml of a mix of 194 ml propan-2-ol, 359 ml water, 85.2 ml of conc. Sulphuric acid TABLE 2 Example Stability to crystallisation 2.1 Crystallised immediately after rotary film evaporation 2.2 Crystallised within 1 hour of isolation 2.3 Crystallised after 3 days 2.4 Crystallised after 2 weeks The product from Example 2.4 showed some liquid phase after 2 weeks, but the majority of the product had crystallised and the mix could not be poured out of its vessel without first warming to melt the crystals. |
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With sulfuric acid; In water; isopropyl alcohol; at 60℃; for 5.5h;Product distribution / selectivity; |
Comparative Example 2Synthesis of M-MIPADEAThe conditions of Example 1 were used except that the amine mixture was 2-methyl-6-isopropylaniline (MIPA) and 2,6-diethylaniline (DEA). A series of reactions was conducted in which the MIPA to DEA ratio was varied using 14.71 ml of Formalin Solution as the source of formaldehyde. The quantities used are shown below. TABLE 1 Starting Materials Reaction Products Example MIPA, g DEA, g MMIPA % MDEA % Hybrid % 2.1 8.3 41.5 2.8 74.9 22.3 2.2 16.7 33.3 7.8 49.7 42.5 2.3 25 25 21.0 29.0 49.0 2.4 33.3 16.7 37.7 9.9 52.4 Note: acid mix=127 ml of a mix of 194 ml propan-2-ol, 359 ml water, 85.2 ml of conc. Sulphuric acid TABLE 2 Example Stability to crystallisation 2.1 Crystallised immediately after rotary film evaporation 2.2 Crystallised within 1 hour of isolation 2.3 Crystallised after 3 days 2.4 Crystallised after 2 weeks The product from Example 2.4 showed some liquid phase after 2 weeks, but the majority of the product had crystallised and the mix could not be poured out of its vessel without first warming to melt the crystals. |
- 2
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[ 50-00-0 ]
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[ 67330-62-5 ]
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[ 5266-85-3 ]
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[ 106246-33-7 ]
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[ 1332763-78-6 ]
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[ 16298-38-7 ]
Yield | Reaction Conditions | Operation in experiment |
|
With sulfuric acid; In water; isopropyl alcohol; at 60.0℃; for 6.0h; |
Example 4Synthesis of M-MIPACDEAIn a 5 litre flanged reaction vessel were placed a mixture of 137 ml of sulphuric acid, 580 ml water and 313 ml propan-2-ol. To this were added 250 grams of <strong>[67330-62-5]3-chloro-2,6-diethylaniline</strong> and 203 grams of 2-methyl-6-isopropylaniline. The flask was provided with a stirrer, dropping funnel and condenser and the temperature was raised to 60 C.Formalin solution (35% w/w), 120 ml, was added over a period of 1 hour and heating was subsequently continued for 5 hours. The vessel contents were cooled and neutralised with ammonia solution.The product was extracted into ethyl acetate, washed with water, dried over sodium sulphate, filtered and rotary evaporated to give 467 grams of an amber liquid.Analysis by HPLC showed that the desired hybrid methylene bis-aniline M-MIPACDEA is present at 63% of the total, together with 15% of M-MIPA and 21% of M-CDEA.The liquid showed no sign of crystallisation over 3 months. |