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41270-80-8

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41270-80-8 Usage

Description

Methyl 2-(formylamino)benzoate is an organic compound with a chemical structure that features a benzoate group with a formylamino substituent at the 2nd position and a methyl ester group. It is a yellowish solid with a fruity grape-type aroma.

Uses

Used in Flavor Industry:
Methyl 2-(formylamino)benzoate is used as a flavoring agent for its distinctive fruity grape-type aroma, adding a unique taste and scent to various food and beverage products.
Used in Pharmaceutical Industry:
Methyl 2-(formylamino)benzoate is used as an intermediate in the synthesis of various pharmaceutical compounds, contributing to the development of new drugs with potential therapeutic applications.
Used in Chemical Research:
As an organic compound with specific functional groups, methyl 2-(formylamino)benzoate is utilized in chemical research for studying reactions and mechanisms, as well as for the development of new synthetic methods and techniques.

Check Digit Verification of cas no

The CAS Registry Mumber 41270-80-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,1,2,7 and 0 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 41270-80:
(7*4)+(6*1)+(5*2)+(4*7)+(3*0)+(2*8)+(1*0)=88
88 % 10 = 8
So 41270-80-8 is a valid CAS Registry Number.
InChI:InChI=1/C9H9NO3/c1-13-9(12)7-4-2-3-5-8(7)10-6-11/h2-6H,1H3,(H,10,11)

41270-80-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl 2-formamidobenzoate

1.2 Other means of identification

Product number -
Other names Methyl-N-formyl-anthranilat

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:41270-80-8 SDS

41270-80-8Synthetic route

formic acid
64-18-6

formic acid

2-carbomethoxyaniline
134-20-3

2-carbomethoxyaniline

N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

Conditions
ConditionsYield
With sulfated polyborate In neat (no solvent) at 70℃; for 0.5h;92%
at 130℃; im Druckrohr;
formic acid
64-18-6

formic acid

2-ethoxycarbonylaniline
87-25-2

2-ethoxycarbonylaniline

N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

Conditions
ConditionsYield
With (1-methyl-3-(3-sulfopropyl)-1H-imidazol-3-ium)3[PW12O403-] In neat (no solvent) at 70℃; for 1.5h; Green chemistry;90%
methyl 2-(methyl(nitroso)amino)benzoate
68061-82-5

methyl 2-(methyl(nitroso)amino)benzoate

A

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

B

4-nitrobenzoic acid methyl ester
619-50-1

4-nitrobenzoic acid methyl ester

C

diphenic acid dimethyl ester
5807-64-7

diphenic acid dimethyl ester

D

dimethyl (1,1'-biphenyl)-2,4'-dicarboxylate
55676-77-2

dimethyl (1,1'-biphenyl)-2,4'-dicarboxylate

E

dimethyl (1,1'-biphenyl)-2,3'-dicarboxylate
32947-58-3

dimethyl (1,1'-biphenyl)-2,3'-dicarboxylate

F

2-(benzoyl-methylamino)benzoic acid methyl ester
75541-61-6

2-(benzoyl-methylamino)benzoic acid methyl ester

G

2-carbomethoxyaniline
134-20-3

2-carbomethoxyaniline

H

Methyl N-methylanthranilate
85-91-6

Methyl N-methylanthranilate

I

methyl 2-(benzamido)benzoate
7510-49-8

methyl 2-(benzamido)benzoate

J

N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

Conditions
ConditionsYield
at 220℃; for 0.25h; Sealed tube;A n/a
B n/a
C n/a
D n/a
E n/a
F n/a
G n/a
H n/a
I 90%
J n/a
dimethoxyacetaldehyde
51673-84-8

dimethoxyacetaldehyde

2-carbomethoxyaniline
134-20-3

2-carbomethoxyaniline

N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

Conditions
ConditionsYield
With oxygen; toluene-4-sulfonic acid In 1,4-dioxane at 60℃; for 2h;60%
2-carbomethoxyaniline
134-20-3

2-carbomethoxyaniline

formic acid ethyl ester
109-94-4

formic acid ethyl ester

A

ethyl 2-(formylamino) benzoate
72368-50-4

ethyl 2-(formylamino) benzoate

B

N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

Conditions
ConditionsYield
With sodium
2-carbomethoxyaniline
134-20-3

2-carbomethoxyaniline

formic acid ethyl ester
109-94-4

formic acid ethyl ester

sodium

sodium

A

ethyl 2-(formylamino) benzoate
72368-50-4

ethyl 2-(formylamino) benzoate

B

N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide
50978-45-5

3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide

2-carbomethoxyaniline
134-20-3

2-carbomethoxyaniline

N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 0.25h; chemoselective reaction;
2-carbomethoxyaniline
134-20-3

2-carbomethoxyaniline

Acetic formic anhydride
2258-42-6

Acetic formic anhydride

N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

Conditions
ConditionsYield
In diethyl ether; hexane at 0 - 20℃;
N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

o-methoxycarbonylphenylisonitrile
66715-31-9

o-methoxycarbonylphenylisonitrile

Conditions
ConditionsYield
With triethylamine; trichlorophosphate In dichloromethane at -30 - 20℃; for 48.5h;81%
With triethylamine; trichlorophosphate In tetrahydrofuran at 0℃;
With triethylamine; trichlorophosphate In tetrahydrofuran at 0℃;
N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

1-(p-toluenesulfonyl)-1,2-heptadiene
514805-22-2

1-(p-toluenesulfonyl)-1,2-heptadiene

2-{Formyl-[(E)-1-(toluene-4-sulfonylmethyl)-hex-1-enyl]-amino}-benzoic acid methyl ester
514805-20-0

2-{Formyl-[(E)-1-(toluene-4-sulfonylmethyl)-hex-1-enyl]-amino}-benzoic acid methyl ester

Conditions
ConditionsYield
With dmap; potassium carbonate In water; N,N-dimethyl-formamide at 20℃; for 2h;60%
1-(p-toluenesulfonyl)-1-heptyne
82721-81-1

1-(p-toluenesulfonyl)-1-heptyne

N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

2-{Formyl-[(E)-1-(toluene-4-sulfonylmethyl)-hex-1-enyl]-amino}-benzoic acid methyl ester
514805-20-0

2-{Formyl-[(E)-1-(toluene-4-sulfonylmethyl)-hex-1-enyl]-amino}-benzoic acid methyl ester

Conditions
ConditionsYield
With dmap; potassium carbonate In water; N,N-dimethyl-formamide at 20℃; for 2h;57%
1-(p-toluenesulfonyl)-2-heptyne
131156-26-8

1-(p-toluenesulfonyl)-2-heptyne

N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

2-{Formyl-[(E)-1-(toluene-4-sulfonylmethyl)-hex-1-enyl]-amino}-benzoic acid methyl ester
514805-20-0

2-{Formyl-[(E)-1-(toluene-4-sulfonylmethyl)-hex-1-enyl]-amino}-benzoic acid methyl ester

Conditions
ConditionsYield
With dmap; potassium carbonate In water; N,N-dimethyl-formamide at 20℃; for 24h;51%
N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

4-[8-(p-toluenesulfonyl)-7-octynyl]-1,2-(methylenedioxy)benzene
474452-37-4

4-[8-(p-toluenesulfonyl)-7-octynyl]-1,2-(methylenedioxy)benzene

2-{[(E)-7-Benzo[1,3]dioxol-5-yl-1-(toluene-4-sulfonylmethyl)-hept-1-enyl]-formyl-amino}-benzoic acid methyl ester
474452-40-9

2-{[(E)-7-Benzo[1,3]dioxol-5-yl-1-(toluene-4-sulfonylmethyl)-hept-1-enyl]-formyl-amino}-benzoic acid methyl ester

Conditions
ConditionsYield
With dmap; potassium carbonate In water; N,N-dimethyl-formamide at 20℃; for 15h;26%
With dmap; potassium carbonate In water; N,N-dimethyl-formamide at 20℃; for 15h;26%
1-(p-toluenesulfonyl)-1-heptyne
82721-81-1

1-(p-toluenesulfonyl)-1-heptyne

N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

A

1-(p-toluenesulfonyl)-2-heptyne
131156-26-8

1-(p-toluenesulfonyl)-2-heptyne

B

2-{Formyl-[(E)-1-(toluene-4-sulfonylmethyl)-hex-1-enyl]-amino}-benzoic acid methyl ester
514805-20-0

2-{Formyl-[(E)-1-(toluene-4-sulfonylmethyl)-hex-1-enyl]-amino}-benzoic acid methyl ester

C

2-(Formyl-{1-[1-(toluene-4-sulfonyl)-meth-(E)-ylidene]-hexyl}-amino)-benzoic acid methyl ester

2-(Formyl-{1-[1-(toluene-4-sulfonyl)-meth-(E)-ylidene]-hexyl}-amino)-benzoic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate In water; N,N-dimethyl-formamide at 20℃; for 96h;A n/a
B 16%
C 4%
methanol
67-56-1

methanol

N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

4-methoxy-1,4-dihydro-benzo[d][1,3]oxazin-2-one
62723-86-8

4-methoxy-1,4-dihydro-benzo[d][1,3]oxazin-2-one

Conditions
ConditionsYield
(i) (thermolysis), (ii) /BRN= 1098229/; Multistep reaction;
ethanol
64-17-5

ethanol

N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

4-ethoxy-1,4-dihydro-benzo[d][1,3]oxazin-2-one
62723-87-9

4-ethoxy-1,4-dihydro-benzo[d][1,3]oxazin-2-one

Conditions
ConditionsYield
(i) (thermolysis), (ii) /BRN= 1718733/; Multistep reaction;
N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

2-pentylquinolin-4(1H)-one
109072-26-6

2-pentylquinolin-4(1H)-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 57 percent / potassium carbonate; DMAP / dimethylformamide; H2O / 2 h / 20 °C
2: 77 percent / LiHMDS / tetrahydrofuran / 1.17 h / -78 °C
3: 68 percent / mercuric chloride; aluminum / methanol; tetrahydrofuran / 1.5 h / 20 °C
View Scheme
N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

4-oxo-2-pentylidene-3-(toluene-4-sulfonyl)-3,4-dihydro-2H-quinoline-1-carbaldehyde

4-oxo-2-pentylidene-3-(toluene-4-sulfonyl)-3,4-dihydro-2H-quinoline-1-carbaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 57 percent / potassium carbonate; DMAP / dimethylformamide; H2O / 2 h / 20 °C
2: 77 percent / LiHMDS / tetrahydrofuran / 1.17 h / -78 °C
View Scheme
N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

3-(2-isocyano-phenyl)-N,N-dimethyl-3-oxo-propionamide

3-(2-isocyano-phenyl)-N,N-dimethyl-3-oxo-propionamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: POCl3; Et3N / tetrahydrofuran / 0 °C
2: magnesium bis(diisopropylamide) / diethyl ether / 0 °C
View Scheme
N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

4-hydroxy-quinoline-3-carboxylic acid dimethylamide

4-hydroxy-quinoline-3-carboxylic acid dimethylamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: POCl3; Et3N / tetrahydrofuran / 0 °C
2: magnesium bis(diisopropylamide) / diethyl ether / 0 °C
3: magnesium bis(diisopropylamide) / diethyl ether / 2 h
View Scheme
N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

3-(2-isocyano-phenyl)-3-oxo-propionic acid tert-butyl ester

3-(2-isocyano-phenyl)-3-oxo-propionic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: POCl3; Et3N / tetrahydrofuran / 0 °C
2: magnesium bis(diisopropylamide) / diethyl ether / 0 °C
View Scheme
N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

4-hydroxy-quinoline-3-carboxylic acid tert-butyl ester

4-hydroxy-quinoline-3-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: POCl3; Et3N / tetrahydrofuran / 0 °C
2: magnesium bis(diisopropylamide) / diethyl ether / 0 °C
3: magnesium bis(diisopropylamide) / diethyl ether / 2 h
View Scheme
N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

(S)-2-(2-(2-(2-(dimethylamino)benzamido)-N-methylacetamido)-3-methylbutanamido)benzoic acid
106283-19-6

(S)-2-(2-(2-(2-(dimethylamino)benzamido)-N-methylacetamido)-3-methylbutanamido)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: trichlorophosphate; triethylamine / dichloromethane / 48.5 h / -30 - 20 °C
2: methanol / 20 h / 20 °C
3: lithium hydroxide / tetrahydrofuran; water / 8 h / 20 °C
View Scheme
N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

methyl 2-(2-(2-(2-(dimethylamino)benzamido)-N-methylacetamido)-3-methyl-butanamido)benzoate
1418290-22-8

methyl 2-(2-(2-(2-(dimethylamino)benzamido)-N-methylacetamido)-3-methyl-butanamido)benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trichlorophosphate; triethylamine / dichloromethane / 48.5 h / -30 - 20 °C
2: methanol / 20 h / 20 °C
View Scheme
N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

methyl 2-(2-(2-(2-(dimethylamino)benzamido)-N-propylacetamido)-3-methyl-butanamido)benzoate
1418290-25-1

methyl 2-(2-(2-(2-(dimethylamino)benzamido)-N-propylacetamido)-3-methyl-butanamido)benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trichlorophosphate; triethylamine / dichloromethane / 48.5 h / -30 - 20 °C
2: methanol / 20 h / 20 °C
View Scheme
N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

methyl 2-(2-(N-benzyl-2-(2-(dimethylamino)benzamido)acetamido)-3-methylbutanamido)benzoate
1418290-26-2

methyl 2-(2-(N-benzyl-2-(2-(dimethylamino)benzamido)acetamido)-3-methylbutanamido)benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trichlorophosphate; triethylamine / dichloromethane / 48.5 h / -30 - 20 °C
2: methanol / 20 h / 20 °C
View Scheme
N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

methyl 2-(2-(2-(2-(dimethylamino)benzamido)-N-(4-fluorobenzyl)acetamido)-3-methylbutanamido)benzoate
1418290-27-3

methyl 2-(2-(2-(2-(dimethylamino)benzamido)-N-(4-fluorobenzyl)acetamido)-3-methylbutanamido)benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trichlorophosphate; triethylamine / dichloromethane / 48.5 h / -30 - 20 °C
2: methanol / 20 h / 20 °C
View Scheme
N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

methyl 2-(2-(n-(4-chlorobenzyl)-2-(2-(dimethylamino)benzamido)acetamido)-3-methylbutanamido)benzoate
1418290-28-4

methyl 2-(2-(n-(4-chlorobenzyl)-2-(2-(dimethylamino)benzamido)acetamido)-3-methylbutanamido)benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trichlorophosphate; triethylamine / dichloromethane / 48.5 h / -30 - 20 °C
2: methanol / 20 h / 20 °C
View Scheme
N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

methyl 2-(2-(2-(2-(dimethylamino)benzamido)-N-phenethylacetamido)-3-methylbutanamido)benzoate
1418290-29-5

methyl 2-(2-(2-(2-(dimethylamino)benzamido)-N-phenethylacetamido)-3-methylbutanamido)benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trichlorophosphate; triethylamine / dichloromethane / 48.5 h / -30 - 20 °C
2: methanol / 20 h / 20 °C
View Scheme
N-formylanthranilic acid methyl ester
41270-80-8

N-formylanthranilic acid methyl ester

2-(2-(2-(2-(dimethylamino)benzamido)-N-propylacetamido)-3-methylbutan-amido)benzoic acid
1418290-30-8

2-(2-(2-(2-(dimethylamino)benzamido)-N-propylacetamido)-3-methylbutan-amido)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: trichlorophosphate; triethylamine / dichloromethane / 48.5 h / -30 - 20 °C
2: methanol / 20 h / 20 °C
3: lithium hydroxide / tetrahydrofuran; water / 8 h / 20 °C
View Scheme

41270-80-8Downstream Products

41270-80-8Relevant articles and documents

Acid-catalyzed chemodivergent reactions of 2,2-dimethoxyacetaldehyde and anilines

Guo, Luxia,Chen, Zihao,Zhu, Hongmei,Li, Minghao,Gu, Yanlong

supporting information, p. 1419 - 1422 (2020/11/12)

Chemodivergent reactions of 2,2-dimethoxyacetaldehyde and anilines were described, which were established on the basis of either a C[sbnd]C bond cleavage or a rearrangement process of a reaction intermediate. These reactions proceeded in a condition-determined manner with good functional group tolerance. In the first model, 2,2-dimethoxyacetaldehyde reacted with aniline to form a new C[sbnd]N bond, in the presence of O2, via a C[sbnd]C bond cleavage reaction. However, in the second model, by performing the reaction in the absence of O2, Heyns rearrangement occurred and generated a new C[sbnd]O bond to form methyl phenylglycinate. Such condition-determined reactions not only offered the new way for value-added conversion of biomass-derived platform molecule, 2, 2-dimethoxyacetaldehyde, but also provided efficient methods for the synthesis of N-arylformamides and methyl phenylglycinates.

Sulfated polyborate-catalyzed N-formylation of amines: a rapid, green and efficient protocol

Khatri, Chetan K.,Chaturbhuj, Ganesh U.

, p. 2513 - 2519 (2017/11/06)

Abstract: A rapid, green and efficient method for N-formylation reaction of various amines with formic acid in the presence of sulfated polyborate catalyst under solvent-free conditions has been described. The catalyst has the advantage of mild Bronsted as well as Lewis acid character. The catalyst is recyclable with no significant loss in catalytic activity. The present protocol is advantageous due to its solvent-free condition, short reaction time, high yields, easy workup and ability to tolerate a variety of functional groups.

An eco-benign and highly efficient procedure for N-acylation catalyzed by heteropolyanion-based ionic liquids using carboxylic acid under solvent-free conditions

Chen, Zhikai,Fu, Renzhong,Chai, Wen,Zheng, Hao,Sun, Lin,Lu, Qiang,Yuan, Rongxin

, p. 2237 - 2245 (2014/03/21)

An eco-benign and highly efficient route for N-acylation of amines has been developed by treating amines with corresponding carboxylic acids in the presence of 2 mol % of heteropolyanion-based ionic liquids as catalysts under solvent-free conditions. This practical reaction could tolerate a wide range of substrates. Thus, various N-acylation products including N-acyl α-amino acid derivatives were obtained in moderate to excellent yields at 70 C to 120 C. Moreover, recycling studies revealed that heteropolyanion-based ionic liquids were easily reusable for this N-acylation. This method provides a green and much improved protocol over the existing methods.

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