6299-67-8|2,3-Dimethoxyaniline| Ambeed

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Quality Control of [ 6299-67-8 ] Purity: 98% SDS Specification

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Product Details of [ 6299-67-8 ]

CAS No. :	6299-67-8
Formula :	C₈H₁₁NO₂
M.W :	153.18
SMILES Code :	NC1=CC=CC(OC)=C1OC
MDL No. :	MFCD00180769
InChI Key :	HEZIOZBMPKPOER-UHFFFAOYSA-N
Pubchem ID :	239603

Safety of [ 6299-67-8 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302+H312+H332-H315-H319
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P312+P330-P302+P352+P312+P362+P364-P304+P340+P312-P305+P351+P338+P337+P313-P501

Application In Synthesis of [ 6299-67-8 ]

* 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 [ 6299-67-8 ]

[ 6299-67-8 ] Synthesis Path-Downstream 1~35

1
[ 1521-39-7 ]
[ 6299-67-8 ]

References: [1]Journal of Heterocyclic Chemistry,1987,vol. 24,p. 1589 - 1594.
[2]Journal fur praktische Chemie (Leipzig 1954),1937,vol. <2> 149,p. 324,325.
[3]Tetrahedron,1980,vol. 36,p. 2441 - 2447.
[4]Angewandte Chemie - International Edition,2009,vol. 48,p. 7600 - 7603.

2
[ 6299-67-8 ]
[ 25245-33-4 ]

References: [1]Journal of the American Chemical Society,1934,vol. 56,p. 1787,1790.
[2]Chemische Berichte,1963,vol. 96,p. 1568 - 1578.

3
[ 116668-84-9 ]
[ 6299-67-8 ]

References: [1]Recueil des Travaux Chimiques des Pays-Bas,1929,vol. 48,p. 970.
[2]Journal of the American Chemical Society,1934,vol. 56,p. 1787,1790.

4
[ 91-16-7 ]
[ 6299-67-8 ]
[ 6315-89-5 ]

References: [1]Journal of Organic Chemistry,1984,vol. 49,p. 4479 - 4482.

5
[ 6299-67-8 ]
[ 121001-03-4 ]

References: [1]Canadian Journal of Chemistry,1989,vol. 67,p. 220 - 226.

6
[ 6299-67-8 ]
[ 53898-99-0 ]

References: [1]Journal of the American Chemical Society,1994,vol. 116,p. 1831 - 1838.
[2]Bulletin of the Chemical Society of Japan,1989,vol. 62,p. 128 - 142.

7
[ 153718-64-0 ]
[ 6299-67-8 ]

References: [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 6402 - 6412.
[2]Tetrahedron,2008,vol. 64,p. 5236 - 5245.
[3]Journal of the American Chemical Society,1994,vol. 116,p. 1831 - 1838.
[4]Journal of Organic Chemistry,2002,vol. 67,p. 3502 - 3505.
[5]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 2005 - 2021.

8
[ 2785-95-7 ]
[ 6299-67-8 ]

References: [1]Tetrahedron Letters,1982,vol. 23,p. 699 - 702.
[2]Canadian Journal of Chemistry,1989,vol. 67,p. 220 - 226.

9
[ 116454-65-0 ]
[ 6299-67-8 ]

References: [1]Journal of Heterocyclic Chemistry,1987,vol. 24,p. 1589 - 1594.

10
[ 6299-67-8 ]
[ 922-67-8 ]
methyl 3-(2,3-dimethoxyanilino)acrylate [ No CAS ]

References: [1]Tetrahedron,1985,vol. 41,p. 3033 - 3036.

11
[ 101252-15-7 ]
[ 6299-67-8 ]

References: [1]Chemische Berichte,1963,vol. 96,p. 1568 - 1578.

12
[ 6299-67-8 ]
[ 107-14-2 ]
2-amino-3-hydroxy-4-methoxy-α-chloroacetophenone [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 6402 - 6412.
[2]Journal of Chemical Research, Miniprint,1996,p. 316 - 363.

13
[ 141-82-2 ]
[ 6299-67-8 ]
[ 43215-49-2 ]

References: [1]Journal of Heterocyclic Chemistry,1997,vol. 34,p. 1677 - 1683.

14
[ 51849-21-9 ]
[ 6299-67-8 ]
[ 326479-09-8 ]

References: [1]Chemical and Pharmaceutical Bulletin,2000,vol. 48,p. 1854 - 1861.

15
[ 56475-31-1 ]
[ 6299-67-8 ]

References: [1]Bioorganic and Medicinal Chemistry,2002,vol. 10,p. 1221 - 1227.
[2]Journal of Heterocyclic Chemistry,1987,vol. 24,p. 1589 - 1594.

16
[ 6299-67-8 ]
[ 75-36-5 ]
[ 121639-09-6 ]

Yield	Reaction Conditions	Operation in experiment
62%	With pyridine; In dichloromethane; at 0 - 20℃;Inert atmosphere;	General procedure: To a solution of 3,4-dimethoxyaniline (0.77 g, 5.0 mmol) in CH2Cl2 (8.0 mL) was added pyridine (4.0 mL, 50 mmol) and benzoyl chloride (0.70 g, 5.0 mmol) in CH2Cl2 (2.0 mL) at 0 C, and stirred at room temperature under argon. The reaction was monitored by TLC. The resulting mixture was quenched with 1M HCl, extracted with CH2Cl2 (3 x 20 mL). The combined organic layer was washed with brine, dried over MgSO4, and concentrated under vacuum. The crude compounds were purified with silica gel column chromatography (EtOAc : hexane = 1 : 2) and recrystallized from EtOAc/hexane to get the target anilide 1a (0.62 g, 48%).

References: [1]Tetrahedron Letters,2017,vol. 58,p. 973 - 976.
[2]Bioorganic and Medicinal Chemistry,2002,vol. 10,p. 1221 - 1227.

17
[ 1521-38-6 ]
[ 6299-67-8 ]

References: [1]Tetrahedron Letters,2008,vol. 49,p. 2136 - 2138.
[2]Heterocycles,2003,vol. 60,p. 615 - 622.
[3]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 2005 - 2021.
[4]Bioorganic and Medicinal Chemistry,2002,vol. 10,p. 1221 - 1227.
[5]Journal of the American Chemical Society,1994,vol. 116,p. 1831 - 1838.
[6]Tetrahedron,1980,vol. 36,p. 2441 - 2447.
[7]Journal of Heterocyclic Chemistry,1987,vol. 24,p. 1589 - 1594.
[8]Journal of Heterocyclic Chemistry,1987,vol. 24,p. 1589 - 1594.
[9]Journal of Medicinal Chemistry,2013,vol. 56,p. 6402 - 6412.
[10]Tetrahedron Letters,2016,vol. 57,p. 5304 - 5307.
[11]Patent: EP2470894,2021,B1 .

18
[ 6299-67-8 ]
[ 175201-98-6 ]
4-(2,3-dimethoxy-phenylamino)-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid amide [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2004,vol. 12,p. 4089 - 4100.

19
[ 57-57-8 ]
[ 6299-67-8 ]
[ 436810-54-7 ]

References: [1]Journal of Organic Chemistry,2002,vol. 67,p. 3502 - 3505.

20
[ 6299-67-8 ]
[ 908003-67-8 ]

References: [1]Organic Letters,2006,vol. 8,p. 3275 - 3278.
[2]Helvetica Chimica Acta,2008,vol. 91,p. 285 - 302.
[3]Organic Letters,2022,vol. 24,p. 3024 - 3027.
[4]Advanced Synthesis and Catalysis,2018,vol. 360,p. 1590 - 1594.
[5]Journal of the American Chemical Society,2009,vol. 131,p. 3690 - 3699.

21
[ 6299-67-8 ]
[ 77168-31-1 ]
4-(2,3-Dimethoxyanilino)-6-methyl-2-(2-pyridinyl)pyrimidine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		EXAMPLE 22 4-(2,3-Dimethoxyanilino)-6-methyl-2-(2-pyridinyl)pyrimidine The title compound was prepared from 4-chloro-6-methyl-2-(2-pyridinyl)pyrimidine (100 mg, 0.486 mmol) and <strong>[6299-67-8]2,3-dimethoxyaniline</strong> (69 μl, 0.486 mmol) similar to Example 11 and isolated as a white solid (169 mg). 1H NMR (CDCl3): 8.85-8.82 (m, 1H), 8.48 (d, J=7.8 Hz, 1H), 7.87-7.82 (m, 1H), 7.54 (d, J=7.5 Hz, 1H), 7.40-7.35 (m, 2H), 7.10 (t, J=8.4 Hz, 1H), 6.73 (d, J=1.5 Hz, 1H), 7.00 (s, 1H), 3.90 (s, 3H), 3.86 (s, 3H), 2.53 (s, 3H).

References: [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 7761 - 7773.
[2]Patent: US2003/69239,2003,A1 .

22
[ 6299-67-8 ]
[ 541-88-8 ]
2-chloro-N-(2,3-dimethoxyphenyl)acetamide [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 2005 - 2021.

23
[ 6299-67-8 ]
[ 10027-07-3 ]
octanedioic acid bis-[(2,3-dimethoxyphenyl)-amide] [ No CAS ]

References: [1]Journal of Organic Chemistry,2007,vol. 72,p. 2803 - 2815.

24
[ 111-19-3 ]
[ 6299-67-8 ]
decanedioic acid bis-[(2,3-dimethoxyphenyl)-amide] [ No CAS ]

References: [1]Journal of Organic Chemistry,2007,vol. 72,p. 2803 - 2815.

25
[ 6299-67-8 ]
[ 908003-80-5 ]