18102-21-1|2,3,6-Trimethylaniline| Ambeed

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Quality Control of [ 18102-21-1 ] Purity: 97% SDS Specification

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Product Details of [ 18102-21-1 ]

CAS No. :	18102-21-1
Formula :	C₉H₁₃N
M.W :	135.21
SMILES Code :	NC1=C(C)C=CC(C)=C1C
MDL No. :	MFCD09965929
Boiling Point :	No data available
InChI Key :	FHMPFSKGDPKPDJ-UHFFFAOYSA-N
Pubchem ID :	11958947

Safety of [ 18102-21-1 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 18102-21-1 ]

* 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.

Downstream synthetic route of [ 18102-21-1 ]

[ 18102-21-1 ] Synthesis Path-Downstream 1~25

1
[ 52414-96-7 ]
[ 18102-21-1 ]

References: [1]Journal of the Association of Official Agricultural Chemists,1959,vol. 42,p. 709,716.

2
[ 18102-21-1 ]
[ 108-24-7 ]
[ 54840-03-8 ]

References: [1]Chemische Berichte,1887,vol. 20,p. 971.

3
[ 67-56-1 ]
[ 87-59-2 ]
[ 18102-21-1 ]

References: [1]Chemische Berichte,1887,vol. 20,p. 971.

4
[ 18102-21-1 ]
[ 41571-37-3 ]

References: [1]Bulletin of the Chemical Society of Japan,1973,vol. 46,p. 589 - 592.

5
[ 62889-90-1 ]
[ 18102-21-1 ]
[ 10487-71-5 ]
2-[((E)-But-2-enoyl)-(2,3,6-trimethyl-phenyl)-amino]-thiopropionic acid S-methyl ester [ No CAS ]

References: [1]Patent: DE2643445,1977,A1 .
Chem.Abstr.,1977,vol. 87.
Chem.Abstr.,1977,vol. 87.

6
[ 62889-90-1 ]
[ 18102-21-1 ]
[ 625-36-5 ]
[ 63046-60-6 ]

References: [1]Patent: DE2643445,1977,A1 .
Chem.Abstr.,1977,vol. 87.
Chem.Abstr.,1977,vol. 87.

Yield	Reaction Conditions	Operation in experiment
93%		EXAMPLE 2 Following the procedure as described in Example 1, 100 parts of 2,3,6-trimethylcyclohexan-1-one are reacted per hour, at 230 C. but otherwise under the same conditions as those of Example 1. 2,3,6-Trimethylaniline, boiling point 119 C./20 mm Hg, is obtained in a yield of 93%.
92%		EXAMPLE 15 Following the procedure described in Example 14, 50 parts of 2,3,6-trimethylcyclohexanol per hour are reacted at 240 C., but otherwise under the conditions of Example 14. 2,3,6-Trimethylaniline, boiling point 119 C./20 mm Hg, is obtained in a yield of 92%.

8
3-nitro-pseudocumene [ No CAS ]
[ 18102-21-1 ]

References: [1]Chemische Berichte,1887,vol. 20,p. 971.
[2]Recueil des Travaux Chimiques des Pays-Bas,1915,vol. 34,p. 21.

9
[ 67-56-1 ]
hydrochloride of vic o-xylidine [ No CAS ]
[ 18102-21-1 ]

References: [1]Chemische Berichte,1885,vol. 18,p. 2677,2681.

10
[ 95-63-6 ]
[ 18102-21-1 ]

References: [1]Journal of the Association of Official Agricultural Chemists,1959,vol. 42,p. 709,716.

11
[ 18102-21-1 ]
[ 41381-41-3 ]

References: [1]Bulletin of the Chemical Society of Japan,1973,vol. 46,p. 589 - 592.

12
[ 18102-21-1 ]
[ 7440-05-3 ]
[ 83303-19-9 ]

Yield	Reaction Conditions	Operation in experiment
	With ammonia;	EXAMPLE 11 A mixture of 54 g of 2,3,6-trimethylaniline, 41 g of liquid ammonia and 6 g of catalyst composed of 10% by weight of palladium and 5% by weight of praseodymium oxide on aluminum oxide is hydrogenated at 230 C. and under a hydrogen pressure of 250 bar in a 300 ml stirred autoclave until the pressure remains constant. The reaction product consists of pure 2,3,6-trimethylcyclohexylamine (boiling point=78-81 C./23 mm Hg).

References: [1]Patent: US4429155,1984,A .

13
[ 5061-21-2 ]
[ 18102-21-1 ]
[ 67932-94-9 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium carbonate; In N-methyl-acetamide; (2S)-N-methyl-1-phenylpropan-2-amine hydrate;	(a) 165 g of 2-bromo-4-butyrolactone is slowly added at 10 to 135 g of 2,3,6-trimethylaniline and 106 g of sodium carbonate in 750 ml of dimethylformamide, and the mixture is subsequently stirred for 16 hours at 70 and for 24 hours at 100. After cooling to +10, there is added, with cooling, 1200 ml of ice water. Stirring is maintained at 10 for 2 hours; the precipitate is filtered off and subsequently washed with water and petroleum ether to leave 3-[N-(2,3,6-trimethylphenyl)]-amino-tetrahydro-2-furanone, m.p. 108-110.

References: [1]Patent: US4147792,1979,A .

14
[ 625-54-7 ]
[ 17178-10-8 ]
[ 18102-21-1 ]
N-(2-methoxyethyl)-2,3,6-trimethylaniline [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In toluene;	a. Preparation of the intermediate A solution comprising 595 g (4.4 moles) of 2,3,6-trimethylaniline in 1 liter of toluene is heated to boiling 503 g (2.2 moles) of p-toluenesulfonic-acid-(2-methoxyethyl)-ester is dropped thereto within 6 hrs. The reaction mixture is cooled, poured into 2 liter of isopropylethylether and the solid residue filtered off and washed with diethylether. The combined filtrates are evaporated. After distillation in vacuo 301 g (i.e. 71% theoretical amount) of N-(2-methoxyethyl)-2,3,6-trimethylaniline are obtained, b-p. 141-144 C/14 Torr.

References: [1]Patent: US4070179,1978,A .

15
[ 18102-21-1 ]
[ 17178-11-9 ]
N-(2-ethoxyethyl)-2,3,6-trimethyl-aniline [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In toluene;	a. Preparation of the intermediate According to the method of Example 1a 553 g (2.26 moles) of p-toluenesulfonic-acid-(2-ethoxyethyl)-ester are added to a solution of 607 g (4.5 moles) 2,3,6-trimethylaniline in 1 liter of toluene. 317 g(68% of theoretical amount) of N-(2-ethoxyethyl)-<strong>[18102-21-1]2,3,6-trimethyl-aniline</strong> are obtained, b.p. 150-152 C / 14 Torr.

References: [1]Patent: US4070179,1978,A .

16
NaBr-salt [ No CAS ]
[ 5445-17-0 ]
[ 18102-21-1 ]
[ 57646-35-2 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydrogencarbonate;	a. N(1'-methoxycarbonyl-ethyl)-N-(furan-(2")-carbonyl)-2,3,6-trimethylaniline. A suspension of 51.5 g (0.382 mole) of 2,3,6-trimethylaniline, 35.3 g of NaHCO3 and 126 ml (1.15 moles) of 2-bromopropionic acid methyl ester is stirred for 6 hours at a bath temperature of 130 C., then cooled, filtered from NaBr-salt and distilled. Yield: 67.3 g of α-(2,3,6-trimethylanilino)propionic acid methyl ester (b.p. 144-146 C./9 Torr.)

References: [1]Patent: US4046911,1977,A .

17
[ 288-32-4 ]
[ 18102-21-1 ]
[ 1160826-40-3 ]

References: [1]European Journal of Medicinal Chemistry,2009,vol. 44,p. 2347 - 2353.

18
[ 68960-58-7 ]
[ 18102-21-1 ]

Yield	Reaction Conditions	Operation in experiment
45%	With potassium hydroxide; In dimethyl sulfoxide; at 140℃; for 16.0h;Green chemistry;	General procedure: A reaction tube was charged with the 2-aryloxypropanamide (1.0 mmol), potassium hydroxide (112 mg, 2.0 mmol), DMSO (3 mL) and 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU 1 mL).The mixture was heated at 140 C for 3-16 h. The reaction was monitored by TLC. After the reaction period, the reaction mixture was cooled, diluted with saturated brine and extracted with dichloromethane three times. The combined organic layers were washed with three portions of saturated brine and then dried over MgSO4 and filtered. Solvent was removed under reduced pressure. The product was purified through flash column chromatography on 300-400 mesh silica gel with petroleum ether/ethyl acetate as eluent.

References: [1]Tetrahedron Letters,2013,vol. 54,p. 3167 - 3170.
[2]Patent: CN106928127,2017,A .

19
[ 2416-94-6 ]
[ 18102-21-1 ]