15980-22-0|4-Amino-2,6-dimethylphenol| Ambeed

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Quality Control of [ 15980-22-0 ] Purity: 96% SDS Specification

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Product Details of [ 15980-22-0 ]

CAS No. :	15980-22-0
Formula :	C₈H₁₁NO
M.W :	137.18
SMILES Code :	OC1=C(C)C=C(N)C=C1C
MDL No. :	MFCD10039560
InChI Key :	OMVFXCQLSCPJNR-UHFFFAOYSA-N
Pubchem ID :	82668

Safety of [ 15980-22-0 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 15980-22-0 ]

* 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 [ 15980-22-0 ]

[ 15980-22-0 ] Synthesis Path-Downstream 1~35

1
[ 13331-93-6 ]
[ 15980-22-0 ]

References: [1]Helvetica Chimica Acta,1939,vol. 22,p. 267,271.
[2]Bulletin de la Societe Chimique de France,1959,p. 1275,1280.
[3]Journal of the Society of Chemical Industry,1931,vol. 50,p. 79 T.
[4]Organic and Biomolecular Chemistry,2008,vol. 6,p. 354 - 358.

2
[ 15980-22-0 ]
[ 98-88-4 ]
N-(4-hydroxy-3,5-dimethylphenyl)benzamide [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2008,vol. 51,p. 6348 - 6358.
[2]Helvetica Chimica Acta,1939,vol. 22,p. 267,271.

3
[ 1778-65-0 ]
[ 15980-22-0 ]

References: [1]Journal of the American Chemical Society,1941,vol. 63,p. 1036,1040.

4
[ 68048-41-9 ]
[ 15980-22-0 ]
[ 72600-10-3 ]

References: [1]Bulletin of the Chemical Society of Japan,1980,vol. 53,p. 775 - 784.
[2]Chemistry Letters,1979,p. 1077 - 1080.

5
[ 15980-22-0 ]
[ 115607-76-6 ]
3-butyryl-4-(4-hydroxy-3,5-dimethylphenylamino)-8-methoxyquinoline [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydrogencarbonate; In 1,4-dioxane; methanol; chloroform;	B. Preparation of 3-butyryl-4-(3,5-dimethyl-4-hydroxyphenylamino)-8-methoxyquinoline 2,6-Dimethyl-4-aminophenol (0.78 g, 5.69 mmol) and 3-butyryl-4-chloro-8-methoxyquinoline (1.0 g, 3.79 mmol) in dioxan (35 ml) were refluxed under nitrogen for 2.5 hours. The solvent was evaporated, and the residue treated with saturated sodium bicarbonate solution and chloroform. The resulting solid was filtered, washed with chloroform and water, boiled in methanol and filtered again to give the title compound (0.84 g) m.p. 287-9 (dec). Found; C 71.01, H 6.49, N 7.43. Requires; C 71.00, H 6.50, N 7.50.

References: [1]Journal of Medicinal Chemistry,1995,vol. 38,p. 2748 - 2762.
[2]Patent: US5143920,1992,A .

6
[ 15980-22-0 ]
[ 98-60-2 ]
4-chloro-N-(4-hydroxy-3,5-dimethylphenyl)benzenesulfonamide [ No CAS ]

References: [1]Russian Journal of Organic Chemistry,2000,vol. 36,p. 522 - 527.
[2]Russian Journal of Organic Chemistry,1998,vol. 34,p. 210 - 220.

7
[ 15980-22-0 ]
[ 98-09-9 ]
[ 50994-42-8 ]

References: [1]Russian Journal of Organic Chemistry,2000,vol. 36,p. 522 - 527.
[2]Journal of Medicinal Chemistry,2008,vol. 51,p. 6348 - 6358.
[3]Russian Journal of Organic Chemistry,1998,vol. 34,p. 210 - 220.

8
[ 15980-22-0 ]
[ 98-59-9 ]
[ 14034-15-2 ]

Yield	Reaction Conditions	Operation in experiment
95%	With pyridine; at 0 - 20℃; for 5h;Inert atmosphere;	General procedure: The para-amino-phenol (1.06 mmol) was dissolved in dry pyridine (2 mL) and cooled to 0 C. para-Toluenesulfonyl chloride (0.244 g, 1.28 mmol) was added in small portions; the mixture was warmed to room temperature, and stirred under argon for 5 h. The reaction mixture was diluted with Et2O and washed successively with water, 5% HCl (aq), water, and brine. The organic layer wasdried over anhydrous MgSO4, filtered, and concentrated to yield the crude sulfonamide. The product was purified by silica gel column chromatography using hexanes/EtOAc (9.5:0.5) as eluent. Compound 6a: mp: 138e139.2 C (lit.38 mp 143e145 C).

References: [1]Tetrahedron,2014,vol. 70,p. 6963 - 6973.
[2]Russian Journal of Organic Chemistry,2000,vol. 36,p. 522 - 527.
[3]Russian Journal of Organic Chemistry,1998,vol. 34,p. 210 - 220.

9
[ 54997-90-9 ]
[ 15980-22-0 ]
N-(4-hydroxy-3,5-dimethyl-phenyl)-4-isopropyl-benzenesulfonamide [ No CAS ]

References: [1]Russian Journal of Organic Chemistry,2000,vol. 36,p. 522 - 527.

10
[ 15980-22-0 ]
[ 21926-53-4 ]
[4-(4-hydroxy-3,5-dimethyl-phenylsulfamoyl)-phenyl]-carbamic acid methyl ester [ No CAS ]

References: [1]Russian Journal of Organic Chemistry,2000,vol. 36,p. 522 - 527.

11
[ 15980-22-0 ]
[ 98-68-0 ]
N-(4-hydroxy-3,5-dimethyl-phenyl)-4-methoxy-benzenesulfonamide [ No CAS ]

References: [1]Russian Journal of Organic Chemistry,2000,vol. 36,p. 522 - 527.

12
[ 15980-22-0 ]
[ 98-58-8 ]
4-bromo-N-(4-hydroxy-3,5-dimethyl-phenyl)-benzenesulfonamide [ No CAS ]

References: [1]Russian Journal of Organic Chemistry,2000,vol. 36,p. 522 - 527.

13
[ 15980-22-0 ]
[ 98-74-8 ]
N-(4-hydroxy-3,5-dimethyl-phenyl)-4-nitro-benzenesulfonamide [ No CAS ]

References: [1]Russian Journal of Organic Chemistry,2000,vol. 36,p. 522 - 527.

14
[ 15980-22-0 ]
[ 4655-44-1 ]
N'-(4-bromophenylsulfonyl)-N-(4-hydroxy-3,5-dimethylphenyl)benzimidamide [ No CAS ]

References: [1]Russian Journal of Organic Chemistry,2001,vol. 37,p. 991 - 1000.

15
[ 15980-22-0 ]
N-(1-chloro-ethylidene)-4-methyl-benzenesulfonamide [ No CAS ]
N-[1-(4-hydroxy-3,5-dimethyl-phenylamino)-ethylidene]-4-methyl-benzenesulfonamide [ No CAS ]

References: [1]Russian Journal of Organic Chemistry,2001,vol. 37,p. 991 - 1000.

16
[ 15980-22-0 ]
[ 116133-09-6 ]
4-[4-(4-amino-2,6-dimethyl-phenoxy)-6-chloro-[1,3,5]triazin-2-ylamino]-benzonitrile [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry Letters,2001,vol. 11,p. 2229 - 2234.

17
[ 15980-22-0 ]
[ 4513-25-1 ]
N-[1-(4-Hydroxy-3,5-dimethyl-phenylamino)-1-phenyl-meth-(E)-ylidene]-benzenesulfonamide [ No CAS ]

References: [1]Russian Journal of Organic Chemistry,2001,vol. 37,p. 991 - 1000.

18
[ 937-32-6 ]
[ 15980-22-0 ]
C₁₄H₁₂N₂O₃S [ No CAS ]

References: [1]Russian Journal of Organic Chemistry,2004,vol. 40,p. 1121 - 1128.
[2]Russian Journal of Organic Chemistry,2004,vol. 40,p. 1291 - 1294.
[3]Magnetic Resonance in Chemistry,2008,vol. 46,p. 811 - 817.

19
[ 933-00-6 ]
[ 15980-22-0 ]
N-[(4-methylphenyl)thio]-2,6-dimethyl-1,4-benzoquinone imine [ No CAS ]

References: [1]Russian Journal of Organic Chemistry,2004,vol. 40,p. 1121 - 1128.
[2]Russian Journal of Organic Chemistry,2008,vol. 44,p. 231 - 236.

20
[ 1950-65-8 ]
[ 15980-22-0 ]
N-[(4-methoxyphenyl)thio]-2,6-dimethyl-1,4-benzoquinone imine [ No CAS ]

References: [1]Russian Journal of Organic Chemistry,2004,vol. 40,p. 1121 - 1128.
[2]Russian Journal of Organic Chemistry,2008,vol. 44,p. 231 - 236.
[3]Magnetic Resonance in Chemistry,2008,vol. 46,p. 811 - 817.

21
[ 15980-22-0 ]
[ 931-59-9 ]
[ 41772-29-6 ]

References: [1]Russian Journal of Organic Chemistry,2004,vol. 40,p. 1121 - 1128.
[2]Russian Journal of Organic Chemistry,2008,vol. 44,p. 231 - 236.

22
[ 15980-22-0 ]
[ 933-01-7 ]
N-[(4-chlorophenyl)thio]-2,6-dimethyl-1,4-benzoquinone imine [ No CAS ]

23
[ 15980-22-0 ]
[ 956011-64-6 ]

Yield	Reaction Conditions	Operation in experiment
		To a suspension of 34.5 g of morpholin-4-yl acetic acid hydrochloride from Example 1a) (MW = 181.6; 190 mmol) in 500 ml of dichloro- methane were added 42 g of 4-dimethylaminopyridine (MW = 122.17; 344 mmol) and, after a few minutes, 71 g of N.N'-dicyclohexylcarbo- diimide (MW = 206.33, 344 mmol).23.3 g of <strong>[15980-22-0]4-amino-2,6-dimethylphenol</strong> from Example 1b) (MW = 137.18; 170 mmol) were added to the stirred mixture under a <n="8"/>nitrogen atmosphere and at room temperature.The mixture was stirred for 24 hours, after which the solid formed was removed by filtration. The solution was then concentrated under reduced pressure. The residue was taken up with a hexane/ethyl acetate 1 :1 mixture and filtered again through a layer of silica.The resulting solution was concentrated under reduced pressure and the residue was purified by flash chromatography on silica, using a chloroform/methanol 9:1 mixture as eluent.The solid residue thus obtained was N-(4-hydroxy-3,5-dimethyl- phenyl)-2-morpholin-4-yl acetamide, which was crystallized twice from ethyl acetate and then used in the subsequent reactions without further purification.

References: [1]Patent: WO2007/124832,2007,A1 .Location in patent: Page/Page column 6-7.

24
[ 15980-22-0 ]
(4-amino-2,6-dimethyl-phenoxy)-acetic acid [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry Letters,2002,vol. 12,p. 1185 - 1187.

25
[ 15980-22-0 ]
(R)-N-{(1R,3R,4R)-4-[2-(4-Amino-2,6-dimethyl-phenoxy)-acetylamino]-1-benzyl-3-hydroxy-5-phenyl-pentyl}-3-methyl-2-(2-oxo-tetrahydro-pyrimidin-1-yl)-butyramide [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry Letters,2002,vol. 12,p. 1185 - 1187.

26
[ 15980-22-0 ]
[ 308291-68-1 ]

References: [1]Russian Journal of Organic Chemistry,2001,vol. 37,p. 991 - 1000.

27
[ 15980-22-0 ]
[ 308291-75-0 ]

References: [1]Russian Journal of Organic Chemistry,2001,vol. 37,p. 991 - 1000.

28
[ 15980-22-0 ]
N-[1-(3,5-dimethyl-4-oxo-cyclohexa-2,5-dienylideneamino)-ethylidene]-4-methyl-benzenesulfonamide [ No CAS ]

References: [1]Russian Journal of Organic Chemistry,2001,vol. 37,p. 991 - 1000.

29
[ 15980-22-0 ]
N-[1-(3,5-dimethyl-4-oxo-cyclohexa-2,5-dienylideneamino)-ethylidene]-4-methyl-benzenesulfonamide [ No CAS ]

References: [1]Russian Journal of Organic Chemistry,2001,vol. 37,p. 991 - 1000.

30
[ 15980-22-0 ]
[ 66660-44-4 ]

References: [1]Russian Journal of Organic Chemistry,2000,vol. 36,p. 522 - 527.
[2]Russian Journal of Organic Chemistry,1998,vol. 34,p. 210 - 220.

31
[ 15980-22-0 ]
[ 14034-17-4 ]

References: [1]Russian Journal of Organic Chemistry,2000,vol. 36,p. 522 - 527.
[2]Russian Journal of Organic Chemistry,1998,vol. 34,p. 210 - 220.
[3]Tetrahedron,2014,vol. 70,p. 6963 - 6973.

32
[ 15980-22-0 ]
[ 216066-04-5 ]

References: [1]Russian Journal of Organic Chemistry,2000,vol. 36,p. 522 - 527.
[2]Russian Journal of Organic Chemistry,1998,vol. 34,p. 210 - 220.

33
[ 15980-22-0 ]
N-(3,5-dimethyl-4-oxo-cyclohexa-2,5-dienylidene)-4-methoxy-benzenesulfonamide [ No CAS ]

References: [1]Russian Journal of Organic Chemistry,2000,vol. 36,p. 522 - 527.

34
[ 15980-22-0 ]
4-bromo-N-(3,5-dimethyl-4-oxo-cyclohexa-2,5-dienylidene)-benzenesulfonamide [ No CAS ]

References: [1]Russian Journal of Organic Chemistry,2000,vol. 36,p. 522 - 527.

35
[ 15980-22-0 ]
N-(3,5-dimethyl-4-oxo-cyclohexa-2,5-dienylidene)-4-nitro-benzenesulfonamide [ No CAS ]

References: [1]Russian Journal of Organic Chemistry,2000,vol. 36,p. 522 - 527.

Historical Records

Technical Information

• Acidity of Phenols • Alkyl Halide Occurrence • Benzylic Oxidation • Birch Reduction • Blanc Chloromethylation • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chan-Lam Coupling Reaction • Electrophilic Substitution of the Phenol Aromatic Ring • Etherification Reaction of Phenolic Hydroxyl Group • Friedel-Crafts Reaction • Halogenation of Phenols • Hydride Reductions • Hydrogenolysis of Benzyl Ether • Leuckart-Wallach Reaction • Mannich Reaction • Oxidation of Phenols • Pechmann Coumarin Synthesis • Petasis Reaction • Preparation of Aldehydes and Ketones • Preparation of Alkylbenzene • Preparation of Amines • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reimer-Tiemann Reaction • Specialized Acylation Reagents-Vilsmeier Reagent • Ugi Reaction • Vilsmeier-Haack Reaction

Related Functional Groups of
[ 15980-22-0 ]

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Amines

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P322
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H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 15980-22-0

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