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2444-46-4

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2444-46-4 Usage

Description

Different sources of media describe the Description of 2444-46-4 differently. You can refer to the following data:
1. Nonivamide is also called pelargonic acid vanillylamide or PAVA. It is a capsaicinoid. Nonivamide, isolated from peppers, is a naturally occurring analog of capsaicin (sc-3577). Similar to capsaicin, nonivamide can activate the TRPV1 receptor, thus, stimulate the firing rate of dopaminergic neurons in the ventral tegmental area of the brain and to increase the expression of the serotonin receptor gene HTR2A. Nonivamide is with lower TRPV1 binding affinity, thus, a reduced pungency (9 200 000 scoville heat units) compared to capsaicin (16 000 000 scoville heat units). Nonivamide is used in the food production to add a hot sensation to flavoring agents and spice mixtures. It is also used in the sweets and confectionary industries to add hot sensation into products. In pharmaceutical industries, nonivamide is used as a cheaper alternative for capsaicin. Warming or heating ointment of nonivamide is used for temporary relief of pain from conditions such as rheumatism, arthritis, lumbao, muscular aches, sprains and strains, sporting injuries and other conditions where local warmth is beneficial. Finalgon is one of the common product utilizing nonivamide for this purpose. Nonivamide is also used as an incapacitant spray, affecting the assailed person’s eyes, causing intense pain and swelling.
2. Nonanoyl-4-hydroxy-3-methoxybenzylamide is odorless with a pungent, burning taste. Synthesized from nonanyl chloride and vanillylamine.

References

[1] https://www.scbt.com/scbt/product/nonivamide-2444-46-4 [2] https://pubchem.ncbi.nlm.nih.gov/compound/N-Vanillylnonanamide#section=Clinical-Trials [3] https://cot.food.gov.uk/sites/default/files/cot/cotsection.pdf

Chemical Properties

Different sources of media describe the Chemical Properties of 2444-46-4 differently. You can refer to the following data:
1. n-Nonanyl-4-hydroxy-3-methoxybenzyl-amide is an odorless compound, but has a pungent, burning taste
2. solid

Uses

Different sources of media describe the Uses of 2444-46-4 differently. You can refer to the following data:
1. analgesic (topical), depletes Substance P
2. N-Vanillylnonanamide is a synthetic analogue of Capsaicin (175680) with similar bioactivity.

Definition

ChEBI: A capsaicinoid that is the carboxamide resulting from the formal condensation of the amino group of 4-hydroxy-3-methoxybenzylamine with the carboxy group of nonanoic acid. It is the active ingredient in many pepper sprays.

Preparation

From nonanyl chloride and vanillylamine.

references

1. m. j. caterina, m. a. schumacher, m. tominaga, t. a. rosen, j. d. levine and d. julius, nature 1997, 389, 816-824. 2. y. g. gil and m. k. kang, life sci 2008, 82, 997-1003. 3. y. s. lee, d. h. nam and j. a. kim, cancer lett 2000, 161, 121-130. 4. h. c. chang, s. t. chen, s. y. chien, s. j. kuo, h. t. tsai and d. r. chen, hum exp toxicol 2011, 30, 1657-1665. 5. k. c. brown, t. r. witte, w. e. hardman, h. luo, y. c. chen, a. b. carpenter, j. k. lau and p. dasgupta, plos one 2010, 5, e10243.>

Check Digit Verification of cas no

The CAS Registry Mumber 2444-46-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,4,4 and 4 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 2444-46:
(6*2)+(5*4)+(4*4)+(3*4)+(2*4)+(1*6)=74
74 % 10 = 4
So 2444-46-4 is a valid CAS Registry Number.
InChI:InChI=1/C17H27NO3/c1-3-4-5-6-7-8-9-17(20)18-13-14-10-11-15(19)16(12-14)21-2/h10-12,19H,3-9,13H2,1-2H3,(H,18,20)

2444-46-4 Well-known Company Product Price

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  • TCI America

  • (M0900)  N-Vanillylnonanamide [=Capsaicin (Synthetic)]  >98.0%(HPLC)(N)

  • 2444-46-4

  • 10g

  • 1,350.00CNY

  • Detail

2444-46-4Synthetic route

Vanillylamin
1196-92-5

Vanillylamin

nonanoic acid
112-05-0

nonanoic acid

Nonivamide
2444-46-4

Nonivamide

Conditions
ConditionsYield
With 2-((N,N-diisopropylamino)methyl)-4-cyanophenylboronic acid In fluorobenzene at 85℃; for 3.5h; Reagent/catalyst; Solvent; Temperature; Molecular sieve; Green chemistry;99%
With SiO2-H3BO3 In toluene for 7h; Reflux;91%
With boric acid In toluene at 130℃; for 8h; Concentration; Temperature;87.4%
Nonanoyl chloride
764-85-2

Nonanoyl chloride

Vanillylamin
1196-92-5

Vanillylamin

Nonivamide
2444-46-4

Nonivamide

Conditions
ConditionsYield
Stage #1: Vanillylamin With sodium hydrogencarbonate In chloroform; water at 20℃; for 0.75h;
Stage #2: Nonanoyl chloride In chloroform; water at 20 - 40℃; for 1h;
94%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;88.6%
In diethyl ether; N,N-dimethyl-formamide Ambient temperature;59%
With diethyl ether
With triethylamine
Nonanoyl chloride
764-85-2

Nonanoyl chloride

vanillylamine hydrochloride
7149-10-2

vanillylamine hydrochloride

Nonivamide
2444-46-4

Nonivamide

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane; water at 20 - 42℃; for 2.5h; Temperature;91.5%
Stage #1: vanillylamine hydrochloride With sodium hydroxide In water; N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere; Cooling with ice;
Stage #2: Nonanoyl chloride In tetrahydrofuran; water; N,N-dimethyl-formamide at 20℃; for 18h; Inert atmosphere; Cooling with ice;
60.51%
3-methoxy-4-(triisopropylsilyloxy)-N-(nonanoyl)benzylamine
871570-36-4

3-methoxy-4-(triisopropylsilyloxy)-N-(nonanoyl)benzylamine

Nonivamide
2444-46-4

Nonivamide

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 4h; Inert atmosphere;84%
With tetrabutyl ammonium fluoride In tetrahydrofuran81%
nonanoic acid
112-05-0

nonanoic acid

vanillylamine hydrochloride
7149-10-2

vanillylamine hydrochloride

Nonivamide
2444-46-4

Nonivamide

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; Temperature;81.1%
N-(4-benzyloxy-3-methoxy-benzyl)-nonanamide
102811-97-2

N-(4-benzyloxy-3-methoxy-benzyl)-nonanamide

Nonivamide
2444-46-4

Nonivamide

Conditions
ConditionsYield
With palladium on activated charcoal; ethanol Hydrogenation;
2-methoxy-phenol
90-05-1

2-methoxy-phenol

N-hydroxymethyl-nonamide

N-hydroxymethyl-nonamide

Nonivamide
2444-46-4

Nonivamide

Conditions
ConditionsYield
With hydrogenchloride
3-methoxy-4-(triisopropylsilyloxy)benzonitrile
222622-85-7

3-methoxy-4-(triisopropylsilyloxy)benzonitrile

Nonivamide
2444-46-4

Nonivamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: LiAlH4 / tetrahydrofuran / 20 °C
2: 4-DMAP; pyridine / CH2Cl2 / 0 - 20 °C
3: 81 percent / TBAF / tetrahydrofuran
View Scheme
3-methoxy-4-(triisopropylsilyloxy)-benzylamine
222620-67-9

3-methoxy-4-(triisopropylsilyloxy)-benzylamine

Nonivamide
2444-46-4

Nonivamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 4-DMAP; pyridine / CH2Cl2 / 0 - 20 °C
2: 81 percent / TBAF / tetrahydrofuran
View Scheme
3-methoxy-4-hydroxybenzonitrile
4421-08-3

3-methoxy-4-hydroxybenzonitrile

Nonivamide
2444-46-4

Nonivamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 91 percent / imidazole / dimethylformamide / 20 °C
2: LiAlH4 / tetrahydrofuran / 20 °C
3: 4-DMAP; pyridine / CH2Cl2 / 0 - 20 °C
4: 81 percent / TBAF / tetrahydrofuran
View Scheme
nonanoic acid
112-05-0

nonanoic acid

Nonivamide
2444-46-4

Nonivamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: oxalyl chloride / 3 h
2: 59 percent / dimethylformamide; diethyl ether / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1.1: thionyl chloride / 4 h / Reflux
2.1: sodium hydrogencarbonate / water; chloroform / 0.75 h / 20 °C
2.2: 1 h / 20 - 40 °C
View Scheme
Nonanoyl chloride
764-85-2

Nonanoyl chloride

Nonivamide
2444-46-4

Nonivamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine
2: palladium/charcoal; ethanol / Hydrogenation
View Scheme
3-methoxy-4-(phenylmethoxy)benzaldehyde
2426-87-1

3-methoxy-4-(phenylmethoxy)benzaldehyde

Nonivamide
2444-46-4

Nonivamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ethanolic NH3; Raney nickel / 50 - 60 °C / 44130.5 Torr / Hydrogenation
2: pyridine
3: palladium/charcoal; ethanol / Hydrogenation
View Scheme
4-benzyloxy-3-methoxy-benzylamine
67023-43-2

4-benzyloxy-3-methoxy-benzylamine

Nonivamide
2444-46-4

Nonivamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine
2: palladium/charcoal; ethanol / Hydrogenation
View Scheme
3-methoxy-4-(4,5-dimethoxy-2-nitrobenzyloxy)-N-(nonanoyl)benzylamine

3-methoxy-4-(4,5-dimethoxy-2-nitrobenzyloxy)-N-(nonanoyl)benzylamine

Nonivamide
2444-46-4

Nonivamide

Conditions
ConditionsYield
In tetrahydrofuran for 0.0833333h; laser photolysis;
(4,5-dimethoxy-2-nitrobenzyl)-2'-methoxy-4'-(nonanamidomethyl)phenylcarbonate
887256-95-3

(4,5-dimethoxy-2-nitrobenzyl)-2'-methoxy-4'-(nonanamidomethyl)phenylcarbonate

Nonivamide
2444-46-4

Nonivamide

Conditions
ConditionsYield
In tetrahydrofuran for 0.0833333h; laser photolysis;
Vanillylamin
1196-92-5

Vanillylamin

nonanamide
1120-07-6

nonanamide

Nonivamide
2444-46-4

Nonivamide

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 15h;
4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Nonivamide
2444-46-4

Nonivamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: oxygen / toluene / 3 h / 70 °C / Sealed tube
2.1: D-glucose; L-alanin; ammonium chloride; glucose dehydrogenase; amine transaminase; L-alanine dehydrogenase; NADH; sodium hydroxide / dimethyl sulfoxide / 22 h / 37 °C / pH 8.2 / Darkness; Enzymatic reaction
3.1: sodium hydrogencarbonate / water; chloroform / 0.75 h / 20 °C
3.2: 1 h / 20 - 40 °C
View Scheme
Multi-step reaction with 3 steps
1: oxygen / toluene / 3 h / 70 °C / Sealed tube
2: D-glucose; L-alanin; ammonium chloride; glucose dehydrogenase; amine transaminase; L-alanine dehydrogenase; NADH; sodium hydroxide / dimethyl sulfoxide / 22 h / 37 °C / pH 8.2 / Darkness; Enzymatic reaction
3: lipase / tert-Amyl alcohol / 48 h / 45 °C / Molecular sieve; Enzymatic reaction
View Scheme
Multi-step reaction with 4 steps
1.1: oxygen / toluene / 3 h / 70 °C / Sealed tube
2.1: rac-Pro-OH / 24 h / 20 °C / Inert atmosphere
3.1: D-glucose; L-alanin; ammonium chloride; glucose dehydrogenase; amine transaminase; L-alanine dehydrogenase; NADH; sodium hydroxide / dimethyl sulfoxide / 90 h / 37 °C / pH 8.2 / Darkness; Enzymatic reaction
4.1: sodium hydrogencarbonate / water; chloroform / 0.75 h / 20 °C
4.2: 1 h / 20 - 40 °C
View Scheme
4-(4-hydroxyphenyl-3-methoxy)-4-hydroxy-2-butanone
61152-59-8

4-(4-hydroxyphenyl-3-methoxy)-4-hydroxy-2-butanone

Nonivamide
2444-46-4

Nonivamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: D-glucose; L-alanin; ammonium chloride; glucose dehydrogenase; amine transaminase; L-alanine dehydrogenase; NADH; sodium hydroxide / dimethyl sulfoxide / 90 h / 37 °C / pH 8.2 / Darkness; Enzymatic reaction
2.1: sodium hydrogencarbonate / water; chloroform / 0.75 h / 20 °C
2.2: 1 h / 20 - 40 °C
View Scheme
Multi-step reaction with 2 steps
1: D-glucose; L-alanin; ammonium chloride; glucose dehydrogenase; amine transaminase; L-alanine dehydrogenase; NADH; sodium hydroxide / dimethyl sulfoxide / 90 h / 37 °C / pH 8.2 / Darkness; Enzymatic reaction
2: lipase / tert-Amyl alcohol / 48 h / 45 °C / Molecular sieve; Enzymatic reaction
View Scheme
Multi-step reaction with 2 steps
1: ammonium chloride; NADH; L-alanine dehydrogenase; glucose dehydrogenase; chromobacterium violaceum amine transaminase; L-alanin; D-Glucose / dimethyl sulfoxide / 92 h / 37 °C / pH 8.2 / Darkness; Enzymatic reaction
2: lipase / tert-Amyl alcohol / 48 h / 45 °C / Molecular sieve; Enzymatic reaction
View Scheme
Multi-step reaction with 3 steps
1: ammonium chloride; NADH; L-alanine dehydrogenase; glucose dehydrogenase; L-alanin; D-Glucose / dimethyl sulfoxide / 70 h / 37 °C / pH 8.2 / Enzymatic reaction
2: ammonium chloride; NADH; L-alanine dehydrogenase; glucose dehydrogenase; chromobacterium violaceum amine transaminase; L-alanin; D-Glucose / dimethyl sulfoxide / 17 h / 37 °C / pH 8.2 / Darkness; Enzymatic reaction
3: lipase / tert-Amyl alcohol / 48 h / 45 °C / Molecular sieve; Enzymatic reaction
View Scheme
vanillin
121-33-5

vanillin

Nonivamide
2444-46-4

Nonivamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: D-glucose; L-alanin; ammonium chloride; glucose dehydrogenase; amine transaminase; L-alanine dehydrogenase; NADH; sodium hydroxide / dimethyl sulfoxide / 22 h / 37 °C / pH 8.2 / Darkness; Enzymatic reaction
2.1: sodium hydrogencarbonate / water; chloroform / 0.75 h / 20 °C
2.2: 1 h / 20 - 40 °C
View Scheme
Multi-step reaction with 2 steps
1: D-glucose; L-alanin; ammonium chloride; glucose dehydrogenase; amine transaminase; L-alanine dehydrogenase; NADH; sodium hydroxide / dimethyl sulfoxide / 22 h / 37 °C / pH 8.2 / Darkness; Enzymatic reaction
2: lipase / tert-Amyl alcohol / 48 h / 45 °C / Molecular sieve; Enzymatic reaction
View Scheme
Multi-step reaction with 3 steps
1.1: rac-Pro-OH / 24 h / 20 °C / Inert atmosphere
2.1: D-glucose; L-alanin; ammonium chloride; glucose dehydrogenase; amine transaminase; L-alanine dehydrogenase; NADH; sodium hydroxide / dimethyl sulfoxide / 90 h / 37 °C / pH 8.2 / Darkness; Enzymatic reaction
3.1: sodium hydrogencarbonate / water; chloroform / 0.75 h / 20 °C
3.2: 1 h / 20 - 40 °C
View Scheme
C11H14O4

C11H14O4

Nonivamide
2444-46-4

Nonivamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ammonium chloride; NADH; L-alanine dehydrogenase; glucose dehydrogenase; L-alanin; D-Glucose / dimethyl sulfoxide / 116 h / 20 °C / pH 8.2 / Enzymatic reaction
2: ammonium chloride; NADH; L-alanine dehydrogenase; glucose dehydrogenase; chromobacterium violaceum amine transaminase; L-alanin; D-Glucose / dimethyl sulfoxide / 17 h / 37 °C / pH 8.2 / Darkness; Enzymatic reaction
3: lipase / tert-Amyl alcohol / 48 h / 45 °C / Molecular sieve; Enzymatic reaction
View Scheme
Multi-step reaction with 4 steps
1: ammonium chloride; NADH; L-alanine dehydrogenase; glucose dehydrogenase; L-alanin; D-Glucose / dimethyl sulfoxide / 116 h / 20 °C / pH 8.2 / Enzymatic reaction
2: rac-Pro-OH / 24 h / 20 °C / Inert atmosphere
3: ammonium chloride; NADH; L-alanine dehydrogenase; glucose dehydrogenase; chromobacterium violaceum amine transaminase; L-alanin; D-Glucose / dimethyl sulfoxide / 92 h / 37 °C / pH 8.2 / Darkness; Enzymatic reaction
4: lipase / tert-Amyl alcohol / 48 h / 45 °C / Molecular sieve; Enzymatic reaction
View Scheme
Nonivamide
2444-46-4

Nonivamide

nitroveratryloxycarbonyl chloride
42855-00-5

nitroveratryloxycarbonyl chloride

(4,5-dimethoxy-2-nitrobenzyl)-2'-methoxy-4'-(nonanamidomethyl)phenylcarbonate
887256-95-3

(4,5-dimethoxy-2-nitrobenzyl)-2'-methoxy-4'-(nonanamidomethyl)phenylcarbonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;100%
Nonivamide
2444-46-4

Nonivamide

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

C23H41NO3Si

C23H41NO3Si

Conditions
ConditionsYield
With triethylamine In dichloromethane for 14h; Inert atmosphere;99%
Nonivamide
2444-46-4

Nonivamide

N-(3,4-dihydroxybenzyl)nonanamide
139446-83-6

N-(3,4-dihydroxybenzyl)nonanamide

Conditions
ConditionsYield
With aluminium(III) iodide; calcium oxide In acetonitrile at 80℃; for 18h;97%
With aluminium(III) iodide; diisopropyl-carbodiimide In acetonitrile at 80℃; for 18h;93%
With aluminium(III) iodide; diisopropyl-carbodiimide In acetonitrile at 80℃; for 18h;93%
phosphoric acid dibenzyl ester
1623-08-1

phosphoric acid dibenzyl ester

Nonivamide
2444-46-4

Nonivamide

C31H40NO6P

C31H40NO6P

Conditions
ConditionsYield
With dmap; N-ethyl-N,N-diisopropylamine In tetrachloromethane; acetonitrile at 0℃; for 1h;92%
Nonivamide
2444-46-4

Nonivamide

2-bromoethanol
540-51-2

2-bromoethanol

N-(4-O-glycol-3-methoxybenzyl)-nonamide
143827-59-2

N-(4-O-glycol-3-methoxybenzyl)-nonamide

Conditions
ConditionsYield
Stage #1: Nonivamide With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;
Stage #2: 2-bromoethanol In N,N-dimethyl-formamide at 120℃;
87%
Nonivamide
2444-46-4

Nonivamide

ethyl bromoacetate
105-36-2

ethyl bromoacetate

2-(2-methoxy-4-(nonanamidomethyl)phenoxy)acetic acid

2-(2-methoxy-4-(nonanamidomethyl)phenoxy)acetic acid

Conditions
ConditionsYield
Stage #1: Nonivamide; ethyl bromoacetate With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 12h;
Stage #2: With sodium hydroxide In ethanol at 20℃; for 5h;
Stage #3: In ethanol; water pH=2;
85.4%
Nonivamide
2444-46-4

Nonivamide

epichlorohydrin
106-89-8

epichlorohydrin

N-<4-(2,3-epoxypropoxy)-3-methoxybenzyl>nonanamide
153601-17-3

N-<4-(2,3-epoxypropoxy)-3-methoxybenzyl>nonanamide

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 80℃; for 3h;85%
Nonivamide
2444-46-4

Nonivamide

2-chloromethylpyridine hydrochloride
6959-47-3

2-chloromethylpyridine hydrochloride

N-<4-(pyridylmethoxy)-3-methoxybenzyl>nonanamide

N-<4-(pyridylmethoxy)-3-methoxybenzyl>nonanamide

Conditions
ConditionsYield
With sodium hydroxide for 7h; Heating;82%
2-(chloroethyl)piperidine hydrochloride
111781-62-5

2-(chloroethyl)piperidine hydrochloride

Nonivamide
2444-46-4

Nonivamide

N-<4-(piperidylethoxy)-3-methoxybenzyl>nonanamide

N-<4-(piperidylethoxy)-3-methoxybenzyl>nonanamide

Conditions
ConditionsYield
With sodium hydroxide for 7h; Heating;78%
Nonivamide
2444-46-4

Nonivamide

2-Bromo-4'-methoxyacetophenone
2632-13-5

2-Bromo-4'-methoxyacetophenone

3-methoxy-4-(4'-methoxyacetophenone-2-oxy)-N-nonanoylbenzylamine

3-methoxy-4-(4'-methoxyacetophenone-2-oxy)-N-nonanoylbenzylamine

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃;74%
Stage #1: Nonivamide With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; Inert atmosphere;
Stage #2: 2-Bromo-4'-methoxyacetophenone In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; Inert atmosphere;
71%
Nonivamide
2444-46-4

Nonivamide

2-(dimethylamino)ethyl chloride
107-99-3

2-(dimethylamino)ethyl chloride

Nonanoic acid 4-(2-dimethylamino-ethoxy)-3-methoxy-benzylamide

Nonanoic acid 4-(2-dimethylamino-ethoxy)-3-methoxy-benzylamide

Conditions
ConditionsYield
With sodium hydroxide for 7h; Heating;73%
Nonivamide
2444-46-4

Nonivamide

2-benzyloxybenzoyl chloride
4349-62-6

2-benzyloxybenzoyl chloride

C31H37NO5

C31H37NO5

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;68.5%
Nonivamide
2444-46-4

Nonivamide

2-(diethylamino)ethyl chloride
100-35-6

2-(diethylamino)ethyl chloride

Nonanoic acid 4-(2-diethylamino-ethoxy)-3-methoxy-benzylamide

Nonanoic acid 4-(2-diethylamino-ethoxy)-3-methoxy-benzylamide

Conditions
ConditionsYield
With sodium hydroxide for 7h; Heating;68%
Nonivamide
2444-46-4

Nonivamide

6-nitroveratrylbromide
53413-67-5

6-nitroveratrylbromide

3-methoxy-4-(4,5-dimethoxy-2-nitrobenzyloxy)-N-(nonanoyl)benzylamine

3-methoxy-4-(4,5-dimethoxy-2-nitrobenzyloxy)-N-(nonanoyl)benzylamine

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 20℃;66%
Stage #1: Nonivamide With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.416667h; Inert atmosphere;
Stage #2: 6-nitroveratrylbromide In tetrahydrofuran at 20℃; for 16h; Inert atmosphere;
66%
Nonivamide
2444-46-4

Nonivamide

3-monochloro-1,2-propanediol
96-24-2

3-monochloro-1,2-propanediol

Glyceryl novinamide
143827-57-0

Glyceryl novinamide

Conditions
ConditionsYield
With sodium hydroxide for 1h; Heating;64%
Nonivamide
2444-46-4

Nonivamide

2-chloro-ethanol
107-07-3

2-chloro-ethanol

N-(4-O-glycol-3-methoxybenzyl)-nonamide
143827-59-2

N-(4-O-glycol-3-methoxybenzyl)-nonamide

Conditions
ConditionsYield
With sodium hydroxide at 100℃; for 1h;61%
succinic acid anhydride
108-30-5

succinic acid anhydride

Nonivamide
2444-46-4

Nonivamide

N-(4-O-succinic acid-3-methoxybenzyl)-nonamide
136449-08-6

N-(4-O-succinic acid-3-methoxybenzyl)-nonamide

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 100℃; for 1h;48%
In neat (no solvent) at 110℃; for 0.25h;
Nonivamide
2444-46-4

Nonivamide

sodium monochloroacetic acid
3926-62-3

sodium monochloroacetic acid

N-(4-O-acetic acid sodium-3-methoxybenzyl)-nonamide
146690-24-6

N-(4-O-acetic acid sodium-3-methoxybenzyl)-nonamide

Conditions
ConditionsYield
With sodium hydroxide for 2h; Heating;44%
Nonivamide
2444-46-4

Nonivamide

methyl iodide
74-88-4

methyl iodide

N-(3,4-dimethoxybenzyl)-8-methylnonanamide

N-(3,4-dimethoxybenzyl)-8-methylnonanamide

Conditions
ConditionsYield
With potassium carbonate In acetone for 18h; Heating;37%
Nonivamide
2444-46-4

Nonivamide

nonanoic acid [6,2'-dihydroxy-5,3'-dimethoxy-5'-(nonanoylamino-methyl)-biphenyl-3-ylmethyl]-amide

nonanoic acid [6,2'-dihydroxy-5,3'-dimethoxy-5'-(nonanoylamino-methyl)-biphenyl-3-ylmethyl]-amide

Conditions
ConditionsYield
With sodium carbonate; potassium hexacyanoferrate(III) In water; N,N-dimethyl-formamide at 20℃;37%
Nonivamide
2444-46-4

Nonivamide

C13H14BrNO5S
1417436-63-5

C13H14BrNO5S

C29H37BrN2O5
1417436-74-8

C29H37BrN2O5

Conditions
ConditionsYield
With potassium hydroxide In tetrahydrofuran32%
With caesium carbonate In acetone
Nonivamide
2444-46-4

Nonivamide

(8-cyano-7-(methoxymethoxy)quinolin-2-yl)methyl methanesulfonate
1417436-71-5

(8-cyano-7-(methoxymethoxy)quinolin-2-yl)methyl methanesulfonate

C30H37N3O5
1417436-80-6

C30H37N3O5

Conditions
ConditionsYield
With potassium hydroxide In tetrahydrofuran32%
With caesium carbonate In acetone
2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl bromide
70223-97-1

2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl bromide

Nonivamide
2444-46-4

Nonivamide

C43H61NO20

C43H61NO20

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate; potassium hydroxide In dichloromethane; water at 20℃;25.7%
Nonivamide
2444-46-4

Nonivamide

phenyl BODIPY

phenyl BODIPY

C36H45BFN3O3

C36H45BFN3O3

Conditions
ConditionsYield
Stage #1: phenyl BODIPY With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 4 - 5℃; for 0.05h;
Stage #2: Nonivamide In dichloromethane at 20℃; for 0.166667h;
17%

2444-46-4Relevant articles and documents

Preparation method of capsaicin and capsaicin prepared by using method

-

, (2021/06/26)

The invention relates to a capsaicin preparation method and capsaicin prepared by the method. The preparation method comprises the steps that: in the presence of an organic solvent and a catalyst, vanillylamine and carboxylic acid serve as reactants, after amidation reaction, capsaicin reaction liquid is obtained, and the catalyst comprises a boric acid ester compound. Compared with the prior art, the capsaicin preparation method provided by the invention has the following beneficial effects: 1) a large amount of water is not generated in the reaction process, violent reflux for water separation is not needed, the production cost is reduced, and the production safety is improved; 2) boric acid is replaced by the boric acid ester compound, so that the reaction time can be shortened, the reaction yield can be improved, and the product purity is very high; and 3) the boric acid ester compound can be recycled after proper treatment after the reaction, so that the production cost is saved, and green production is realized.

Novel method for preparing N-(4-hydroxy-3-methoxybenzyl) nonamine without catalyst

-

Paragraph 0018; 0020-0031, (2021/07/14)

The invention belongs to the technical field of chemical synthesis, and discloses a novel catalyst-free method for preparing N-(4-hydroxy-3-methoxybenzyl) nonanolamine, which comprises the following steps: by taking 4-hydroxy-3-methoxybenzyl amine and n-nonanoic acid as raw materials and ethyl acetate as a solvent, adding a water absorbent into a high-pressure reaction kettle, heating to 75 DEG C, stirring and reacting for 14-16 hours to prepare N-(4-hydroxy-3-methoxybenzyl) nonyl amine; wherein the molar ratio of the 4-hydroxy-3-methoxybenzylamine to the n-nonanoic acid is 1: 1. The process is simple, the production cost is greatly reduced, the reaction conditions are simple, the operation is easy, the product yield is high, the purity is high, the solvent recovery rate is high, the method is green and environment-friendly, and the obtained N-(4-hydroxy-3-methoxybenzyl) nonamine product is stable in quality and suitable for industrial production.

Method for preparing azelaic acid vanilla amide (by machine translation)

-

Paragraph 0005; 0032-0051, (2020/11/22)

3 - Methoxyl 3 - hydroxybenzylamine and n-nonanoic acid are subjected to dehydration reaction under the catalytic action of aryl boronic acid, and the reaction time is -4 - and after stirring, the organic solvent is 3 - removed.4 - The method further comprises the following steps 1 of cooling to room temperature under the catalysis of aryl boronic acid; stirring after 1.2 adding water to obtain a pale yellow transparent -4 - liquid; and carrying out 10% dehydration reaction under a catalytic 25 °C - 85 °C action of aryl boronic 20min - 5h acid to obtain a white solid powder of anisononanoic acid. The method is simple in process, low in cost, high in yield, high in atom economy, low in reaction condition, high in product purity and environmentally friendly. (by machine translation)

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