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Quality Control of 3,4-Dimethoxybenzamide Purity: 98% SDS Specification

COA

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NMR

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Product Details of 3,4-Dimethoxybenzamide

CAS No. :	1521-41-1
Formula :	C₉H₁₁NO₃
M.W :	181.19
SMILES Code :	COC1=C(OC)C=C(C=C1)C(N)=O
Synonyms :	3,4-Dimethoxybenzamide
MDL No. :	MFCD00017128
InChI Key :	XNDZRGTVUVVHQT-UHFFFAOYSA-N
Pubchem ID :	73705

Safety of 3,4-Dimethoxybenzamide

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of 3,4-Dimethoxybenzamide

* 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 [ 1521-41-1 ]

[ 1521-41-1 ] Synthesis Path-Downstream 1~35

1
[ 50-00-0 ]
[ 1521-41-1 ]
[ 59630-87-4 ]

References: [1]Acta Chimica Academiae Scientiarum Hungaricae,1955,vol. 6,p. 323,330.

2
[ 91-16-7 ]
[ 463-72-9 ]
[ 1521-41-1 ]

References: [1]Justus Liebigs Annalen der Chemie,1888,vol. 244,p. 72.

3
[ 2024-83-1 ]
[ 1521-41-1 ]

References: [1]Chemical Communications,2013,vol. 49,p. 6060 - 6062.
[2]Catalysis science and technology,2015,vol. 5,p. 1606 - 1622.
[3]Organic Letters,2014,vol. 16,p. 4866 - 4869.
[4]Organic Syntheses,1936,vol. 16,p. 4.
Coll. Vol.,1943,vol. II,p. 44.

4
[ 93-15-2 ]
[ 1521-41-1 ]
[ 109979-90-0 ]

References: [1]Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan,1952,vol. 72,p. 1537.
Chem.Abstr.,1953,p. 10538.

5
[ 1521-41-1 ]
[ 93-07-2 ]

References: [1]Justus Liebigs Annalen der Chemie,1888,vol. 244,p. 72.
[2]Synthetic Communications,2012,vol. 42,p. 541 - 547.

6
[ 1521-41-1 ]
[ 6315-89-5 ]

References: [1]Organic Syntheses,1936,vol. 16,p. 4.
Coll. Vol.,1943,vol. II,p. 44.

7
[ 60100-09-6 ]
[ 93-07-2 ]
[ 1521-41-1 ]

References: [1]Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan,1942,vol. 62,p. 532; engl. Ref. S. 169.
Chem.Abstr.,1951,p. 2861.

8
[ 3535-37-3 ]
[ 1521-41-1 ]

References: [1]Monatshefte fur Chemie,1901,vol. 22,p. 418.
Monatshefte fuer Chemie,1906,vol. 27,p. 43.
[2]Organic Letters,2005,vol. 7,p. 4777 - 4779.
[3]Acta Chimica Academiae Scientiarum Hungaricae,1980,vol. 103,p. 259 - 270.
[4]European Journal of Medicinal Chemistry,2009,vol. 44,p. 689 - 700.
[5]Journal of Medicinal Chemistry,2009,vol. 52,p. 3366 - 3376.
[6]Bioorganic and Medicinal Chemistry Letters,2009,vol. 19,p. 524 - 527.

9
[ 1521-41-1 ]
[ 6921-34-2 ]
[ 3141-93-3 ]

References: [1]Chemische Berichte,1959,vol. 92,p. 2555,2558.

10
[ 1521-41-1 ]
[ 5763-61-1 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1975,p. 1162 - 1171.

11
[ 1521-41-1 ]
[ 2757-23-5 ]
[ 67048-90-2 ]

References: [1]Journal of Organic Chemistry,1978,vol. 43,p. 3736 - 3742.

12
[ 1521-41-1 ]
[ 2024-83-1 ]

References: [1]Organic Letters,2018,vol. 20,p. 6046 - 6050.
[2]Synthesis,1999,p. 64 - 65.
[3]Chemical Communications,2007,p. 301 - 303.
[4]European Journal of Organic Chemistry,2013,p. 1889 - 1893.
[5]Journal of Organic Chemistry,1999,vol. 64,p. 1713 - 1714.
[6]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2003,vol. 42,p. 3148 - 3151.
[7]Advanced Synthesis and Catalysis,2004,vol. 346,p. 1271 - 1274.
[8]Synthetic Communications,1989,vol. 19,p. 1431 - 1436.

13
[ 1521-41-1 ]
[ 82463-75-0 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1982,p. 1149 - 1152.

14
[ 76195-90-9 ]
[ 1521-41-1 ]
[ 76195-91-0 ]

References: [1]Acta Chimica Academiae Scientiarum Hungaricae,1980,vol. 103,p. 259 - 270.
[2]Acta Chimica Academiae Scientiarum Hungaricae,1980,vol. 103,p. 259 - 270.

15
[ 93-07-2 ]
[ 1521-41-1 ]

References: [1]Organic Letters,2018,vol. 20,p. 6046 - 6050.
[2]Synthesis,2003,p. 272 - 276.
[3]Journal of the Chemical Society. Perkin transactions I,1982,p. 1149 - 1152.
[4]Organic Letters,2005,vol. 7,p. 4777 - 4779.
[5]Monatshefte fur Chemie,1901,vol. 22,p. 418.
Monatshefte fuer Chemie,1906,vol. 27,p. 43.

16
[ 67-56-1 ]
[ 1521-41-1 ]
[ 106107-52-2 ]

References: [1]Journal of Organic Chemistry,1997,vol. 62,p. 7495 - 7496.
[2]Organic Syntheses,2002,vol. 78,p. 234 - 234.
[3]Tetrahedron Letters,2007,vol. 48,p. 531 - 533.

17
2-benzoyl-3-(3,4-dimethoxy-phenyl)-3-oxo-propionic acid ethyl ester [ No CAS ]
ammonium hydroxide [ No CAS ]
[ 1521-41-1 ]
[ 55-21-0 ]
[ 4687-37-0 ]
[ 98-86-2 ]

References: [1]Journal of the Chemical Society,1925,vol. 127,p. 1502.

18
3,4-Dimethoxy-benzaldehyde oxime [ No CAS ]
[ 2024-83-1 ]
[ 1521-41-1 ]
[ 33904-02-8 ]

References: [1]Tetrahedron Letters,2002,vol. 43,p. 2455 - 2457.

19
[ 120-14-9 ]
[ 2024-83-1 ]
[ 1521-41-1 ]
[ 33904-02-8 ]

References: [1]Tetrahedron Letters,2003,vol. 44,p. 7437 - 7439.

20
3,4-Dimethoxy-benzaldehyde oxime [ No CAS ]
[ 1521-41-1 ]

Yield	Reaction Conditions	Operation in experiment
92%	With [(eta.(5)-pentamethylcyclopentadienyl)Ir(H2O)3](OTf)2; In water; at 110℃; for 12h;Schlenk technique;	To a stirred solution of 3, 4-dimethoxybenzaldehyde oxime (90.6 mg, 0.5 mmol), [Cp * Ir (H20) 3] [0Tf] 2 (5.1 mg, 0.0075 mmol, %) And water (lml) were added sequentially to a 25 ml Schlenk reaction flask. The reaction mixture was allowed to react at 110 C for 12 hours, then cooled to room temperature. The water was removed by rotary evaporation, and the product was isolated by column chromatography. Yield: 92%. (D, J = 1.9Hz, 2H, ArH), 7.34 (dd, J = 8.3Hz and J = 1.9Hz, 1Hz, ArH). NMR (500MHz, CDC13) , 3.88 (d, J = 8.4Hz, 1 H, ArH), 6.00 (br s, 1 H, N H), 5.88 (br s, 1 H, 13C NMR (125 MHz, CDC13)? 169.2, 152.1, 148.9, 125.8, 120.1, 110.7, 110. 2, 3? 56. 0.
82%	With [(eta.(5)-pentamethylcyclopentadienyl)Ir(H2O)3](OTf)2; water; at 110℃; for 12h;Schlenk technique;	A mixture of 3,4-dimethoxybenzaldehyde oxime(83.1 mg, 0.5 mmol),[Cp * Ir (H2O) 3] [OTf] 2 (10.2 mg, 0.0150 mmol, 3 mol%)And water (1 ml) were sequentially added to a 25 ml Schlenk reaction flask.The reaction mixture was allowed to react at 110 C for 12 hours,Cooled to room temperature,Rotary evaporation to remove water,Column to give the title compound,Yield: 82%.
82.9%	With 732-type strongly acidic cation exchange resin; In toluene; for 0.5h;Reflux;	In a container adding veratraldehyde 1.66g, hydroxylamine hydrochloride 0.95g and water 20 ml, heating to 40 C, stirring 30min; room temperature, for 40% aqueous sodium hydroxide solution to adjust the pH=7, filtering, washing, drying, to obtain the eater aldoxime; added in to the container by the radix of the aldoxime, activation of the 732-type strongly acidic cation exchange resin 30g and toluene 40 ml, heating to reflux, the reaction 0.5h; the temperature to room temperature, filter, recovery ion exchange resin, the filtrate is concentrated; the crude product in ethyl acetate/hexane recrystallization, get the compound goal white solid veratridine amide 1.50g, yield is 82.9%.

References: [1]Catalysis science and technology,2014,vol. 4,p. 988 - 996.
[2]Patent: CN104418682,2016,B .Location in patent: Paragraph 0042-0046.
[3]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2003,vol. 42,p. 3148 - 3151.
[4]Patent: CN104418762,2016,B .Location in patent: Paragraph 0047; 0048; 0049; 0050.
[5]Patent: CN106866448,2017,A .Location in patent: Paragraph 0017.

21
[ 869468-93-9 ]
[ 1521-41-1 ]
[ 128581-33-9 ]

References: [1]Organic Letters,2005,vol. 7,p. 4777 - 4779.

22
[ 1521-41-1 ]
[ 65367-74-0 ]

References: [1]Organic Letters,2005,vol. 7,p. 4777 - 4779.

23
[ 1521-41-1 ]
[ 88720-89-2 ]

References: [1]Organic Letters,2005,vol. 7,p. 4777 - 4779.

24
[ 1521-41-1 ]
[ 101293-65-6 ]

References: [1]Chemische Berichte,1959,vol. 92,p. 2555,2558.

25
[ 1521-41-1 ]
[ 132180-47-3 ]

References: [1]Chemische Berichte,1959,vol. 92,p. 2555,2558.

26
[ 1521-41-1 ]
[ 109867-22-3 ]

References: [1]Chemische Berichte,1959,vol. 92,p. 2555,2558.

27
[ 1521-41-1 ]
[ 67049-06-3 ]

References: [1]Journal of Organic Chemistry,1978,vol. 43,p. 3736 - 3742.

28
[ 1521-41-1 ]
[ 67048-46-8 ]

References: [1]Journal of Organic Chemistry,1978,vol. 43,p. 3736 - 3742.

29
[ 1521-41-1 ]
[ 67113-96-6 ]

References: [1]Journal of Organic Chemistry,1978,vol. 43,p. 3736 - 3742.

30
[ 1521-41-1 ]
[ 67113-95-5 ]

References: [1]Journal of Organic Chemistry,1978,vol. 43,p. 3736 - 3742.

31
[ 1521-41-1 ]
[ 5471-40-9 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1975,p. 1162 - 1171.

32
[ 1521-41-1 ]
[ 50450-21-0 ]
[ 2024-83-1 ]
[ 67-68-5 ]

References: [1]Tetrahedron Letters,2009,vol. 50,p. 5532 - 5535.

33
[ 95-14-7 ]
[ 1521-41-1 ]
[ 630-19-3 ]
[ 1158074-47-5 ]

References: [1]Journal of Medicinal Chemistry,2009,vol. 52,p. 3366 - 3376.

34
3-tosyloxyacetyl-1'-benzenesulfonylindole [ No CAS ]
[ 1521-41-1 ]
[ 1220958-34-8 ]

References: [1]European Journal of Medicinal Chemistry,2010,vol. 45,p. 1244 - 1249.

35
[ 120-14-9 ]
[ 1521-41-1 ]

Yield	Reaction Conditions	Operation in experiment
75%	With hydroxylamine hydrochloride; C59H50ClN2OP2Ru; sodium hydrogencarbonate; In acetonitrile; for 5h;Inert atmosphere; Reflux;	General procedure: The reaction vessel was equipped with magnetic stirring bar, complex catalyst(1 mol%), aldehyde (1 mmol), NH2OHHCl(1 mmol) and NaHCO3 (1 mmol) was taken and the mixture was placed under an atmosphere of N2. Dry and degassed acetonitrile(3 mL) was added and the reaction mixture was refluxed for 5 h.The reaction mixture was then cooled to room temperature and the solvent was evaporated. The residue was dissolved in CH2Cl2,filtered and the solvent was removed. The amide was then purified using column chromatography, which gives the amide in high isolated yield. The products were confirmed by1H NMR spectra.

References: [1]Bulletin of the Korean Chemical Society,2012,vol. 33,p. 2129 - 2130.
[2]Advanced Synthesis and Catalysis,2010,vol. 352,p. 288 - 292.
[3]European Journal of Organic Chemistry,2011,p. 2226 - 2229.
[4]Journal of Organometallic Chemistry,2020,vol. 923.
[5]Organic Letters,2016,vol. 18,p. 5788 - 5791.
[6]New Journal of Chemistry,2016,vol. 40,p. 1626 - 1632.

Historical Records

Technical Information

• Benzylic Oxidation • Birch Reduction • Blanc Chloromethylation • Friedel-Crafts Reaction • Hydrogenolysis of Benzyl Ether • Nomenclature of Ethers • Preparation of Alkylbenzene • Preparation of Ethers • Reactions of Benzene and Substituted Benzenes • Reactions of Ethers • Vilsmeier-Haack Reaction

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Code	Phrase
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P378
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Physical hazards
Code	Phrase
H200	Unstable explosive
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H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 1521-41-1

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CAS No.: 1521-41-1

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Product Details of 3,4-Dimethoxybenzamide

Safety of 3,4-Dimethoxybenzamide

Application In Synthesis of 3,4-Dimethoxybenzamide

[ 1521-41-1 ] Synthesis Path-Downstream 1~35

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