100-46-9

Basic information

• Product Name: Benzylamine
• Synonyms: Moringine;moringine[qr];omega-Aminotoluene;omega-aminotoluene[qr];Sumine 2005;sumine2005;sumine2006;BZA
• CAS NO: 100-46-9
• Molecular Formula: C₇H₉N
• Molecular Weight: 107.15306
• EINECS: 202-854-1
• Product Categories: Pharmaceutical Intermediates;Organics
• Mol File: 100-46-9.mol
• Article Data: 960

Chemical Properties

• Melting Point: -30 °C
• Boiling Point: 184-185 °C(lit.)
• Flash Point: 140 °F
• Appearance: Clear colorless to slightly yellow/Liquid
• Density: 0.981 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.713mmHg at 25°C
• Refractive Index: n20/D 1.543(lit.)
• Storage Temp.: room temp
• Solubility: alcohol: miscible
• PKA: 9.33(at 25℃)
• Explosive Limit: 0.7-8.2%(V)
• Water Solubility: soluble
• Sensitive: Air Sensitive
• Stability: Stability Combustible. Incompatible with strong oxidizing agents, strong acids.
• Merck: 14,1125
• BRN: 741984
• CAS DataBase Reference: Benzylamine(CAS DataBase Reference)
• NIST Chemistry Reference: Benzylamine(100-46-9)
• EPA Substance Registry System: Benzylamine(100-46-9)

Safety Data

• Hazard Codes: C
• Statements: 21/22-34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2735 8/PG 2
• WGK Germany: 1
• RTECS: DP1488500
• F: 34
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 100-46-9(Hazardous Substances Data)

Usage

Chemical Properties

colourless liquid with an ammoniacal odour

Uses

Benzylamine is used as a chemical intermediate for dyes, pharmaceuticals, and polymers.It is also employed as a corrosion inhibitor and as a brightener in electroplating baths. It also finds use in the manufacture of explosives.

Uses

Benzylamine is a valuable intermediate for various applications and a building block for chemical synthesis used in pharmaceuticals and crop protection agents. It finds application in the coating industry. It is involved as a carrier electrolyte for separation of alkali, alkaline earth and ammonium cations in water samples by capillary electrophoresis with indirect UV detection. It is also used in synthesis of cross-linked porous copolymer supports based on N-(p-vinylbenzoyl)-2-methylalanine, styrene and divinylbenzene. In the textile industry, it is used in colored dyes. It is often used for medicinal purposes in topical creams and antifungal solutions as well as in vitamins.

Uses

Benzylamine may be used as a derivatization agent to increase the sensitivity of 5-hydroxyindoles, catecholamines and catechols in biological samples prior to their determination using high performance liquid chromatography (HPLC) coupled with fluorescence detection.

Preparation

28% Aqueous Ammonia, 810g Benzyl chloride, 84.3g 49% Aqueous NaOH, 52.3g Diethyl Ether, 200g A three-necked flask was equipped with a reflux condenser dropping funnel and an agitator. All of the aqueous ammonium hydroxide solution was poured into the flask, then the benzyl chloride was introduced drop by drop; over a period of two hours with constant stirring of the mixture. The exothermic heat of reaction kept the temperature between 30-34°C during this period. When it is desired to introduce the benzyl chloride at a faster rate, conventional cooling means can be employed to control the temperature. A large excess of ammonia was employed as the molar ratio of reactants was 20:1. An additional two hours was allowed to insure completion of the following reaction: Then the equimolecular quantity of caustic soda solution was added. When quiescent, the mixture split into an aqueous layer and an oily layer. After separating these two layers by use of a separatory funnel, the aqueous phase was made available for further repeated use by merely adding sufficient ammonium hydroxide to bring the total quantity of ammonia up to the original figure. The oily layer was steam distilled until no further oily constituent was visible in the condensed distillate as it dripped down the condenser tube. This distillate was saturated with sodium chloride and successively extracted with an initial 80 and three 40 gram batches of ethyl ether. Upon evaporation of the ether from the extract, 52g of crude benzylamine remain which was distilled at atmospheric pressure. 41g grams of substantially pure benzylamine distilled over in the boiling range 185-192°C, while the residue was found to contain an additional 2.3g of benzylamine and 8.7g of other matter which was believed to consist entirely of dibenzyl amine. Thus the total yield of benzylamine was 43.3g or 60.7% based on the weight of benzyl chloride.

Definition

ChEBI: A primary amine compound having benzyl as the N-substituent. It has been isolated from Moringa oleifera (horseradish tree).

Synthesis Reference(s)

Synthetic Communications, 25, p. 863, 1995 DOI: 10.1080/00397919508013422Synthesis, p. 48, 1987 DOI: 10.1055/s-1987-27838

General Description

Colorless to light yellow liquid with a strong odor of ammonia. Floats and mixes with water.

Air & Water Reactions

Water soluble.

Reactivity Profile

In presence of moisture, Benzylamine may weakly corrode some metals. Liquid will attack some plastics [USCG, 1999]. Neutralize acids to form salts plus water in exothermic reactions. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated in combination with strong reducing agents, such as hydrides.

Hazard

Highly toxic, strong irritant to skin and mucous membranes.

Health Hazard

Inhalation of vapor causes irritation of the mucous membranes of the nose and throat, and lung irritation with respiratory distress and cough. Headache, nausea, faintness, and anxiety can occur. Exposure to vapor produces eye irritation with lachrymation, conjunctivitis, and corneal edema resulting in halos around lights. Direct local contact with liquid is known to produce severe and sometimes permanent eye damage and skin burns. Vapors may also produce primary skin irritation and dermatitis.

Fire Hazard

Special Hazards of Combustion Products: Toxic nitrogen oxides may form in a fire.

Flammability and Explosibility

Nonflammable

Chemical Reactivity

Reactivity with Water: No reaction; Reactivity with Common Materials: In presence of moisture may severely corrode some metals. In liquid state this chemical will attack some plastics; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Flush with water; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Purification Methods

Dry it with NaOH or KOH, then distil it under N2, through a column packed with glass helices, taking the middle fraction. Also distil it from zinc dust under reduced pressure. The picrate has m 196o (from EtOH), and the p-toluenesulfonamide has m 116o (from MeOH). [Beilstein 12 IV 2155.]

InChI:InChI=1/C7H9N/c8-6-7-4-2-1-3-5-7/h1-5H,6,8H2/p+1

Synthetic route

benzyl azide (622-79-7) → benzylamine (100-46-9)

Conditions	Yield
With Zn(BH4)2(Ph3P)2 In tetrahydrofuran for 0.25h; Reduction; Heating;	100%
With sodium tetrahydroborate; tin bis(1,2-benzenedithiolate) In tetrahydrofuran; phosphate buffer at 10℃; for 0.5h; pH=10; Product distribution; Further Variations:; pH-values; Solvents; Reduction;	100%
With (Sn(SPh)3)(Et3N) In benzene at 15℃; for 0.0833333h;	99%

benzonitrile (100-47-0) → benzylamine (100-46-9)

Conditions	Yield
With lithium borohydride; 9-methoxy-9-BBN In diethyl ether at 25℃; for 5h; Product distribution; rate of reduction;	100%
With borane N-ethyl-N-isopropylaniline complex In tetrahydrofuran for 0.1h; Heating;	100%
With hydrogen; palladium In methanol at 20℃; for 432h;	100%

benzyl carbamic acid allyl ester (104669-74-1) → benzylamine (100-46-9)

Conditions	Yield
With diethylamine; palladium diacetate; trisodium tris(3-sulfophenyl)phosphine In water; acetonitrile for 0.166667h; Ambient temperature;	100%

Allylbenzylamine (4383-22-6) → benzylamine (100-46-9)

Conditions	Yield
With Thiosalicylic acid; 1,4-di(diphenylphosphino)-butane; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 60℃; for 0.5h; effect of temperature on deprotection of various primary and secondary allylamines;	100%
With Thiosalicylic acid; 1,4-di(diphenylphosphino)-butane; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 60℃; for 0.5h;	100%
With polymethylhydrosiloxane; zinc(II) chloride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃;	92%
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); diisobutylaluminium hydride In toluene for 1h; Ambient temperature;	66%

N,N-di-2-propenylbenzylamine (4383-26-0) → benzylamine (100-46-9)

Conditions	Yield
With Thiosalicylic acid; 1,4-di(diphenylphosphino)-butane; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 60℃; for 0.5h;	100%
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); diisobutylaluminium hydride In toluene for 1h; Ambient temperature;	79%

N-tert-butoxycarbonylbenzylamine (42116-44-9) → benzylamine (100-46-9)

Conditions	Yield
With methanol; Acetyl bromide In dichloromethane at 25℃; for 0.333333h;	100%
With 3-butyl-l-methyl-1H-imidazol-3-iumtrifloroacetate In 1,4-dioxane; water at 80 - 82℃; for 4h;	98%
With nitric acid In dichloromethane at 0℃; for 1h;	95%

rac-cysteine (921-01-7, 3374-22-9, 4371-52-2, 40143-64-4, 40143-66-6, 40143-69-9, 52-90-4) + N-benzyl-2,4-dinitro-benzenesulfonamide → S-(2,4-Dinitrophenyl)-cystein (3165-76-2) + sulfur dioxide (7446-09-5) + benzylamine (100-46-9)

Conditions	Yield
In aq. phosphate buffer for 0.5h; pH=7.4;	A n/a B 100% C n/a

(benzylimino)triphenylphosphorane (52826-45-6) → benzylamine (100-46-9)

Conditions	Yield
With phenylsilane In toluene at 111℃; for 12h;	100%

benzaldehyde (100-52-7) → benzylamine (100-46-9)

Conditions	Yield
With ammonia; hydrogen In methanol at 90℃; under 15001.5 Torr; for 4h; Solvent; Temperature; Pressure; Autoclave;	99.7%
With Candida boidinii formate dehydrogenase; Geobacillus stearothermophilus ε‐deaminating L‐lysine dehydrogenase variant 1; nicotinamide adenine dinucleotide In aq. buffer at 30℃; for 24h; pH=8.5; Reagent/catalyst; Enzymatic reaction;	99%
With ammonium hydroxide; hydrogen In ethanol at 130℃; under 7500.75 Torr; for 12h; Autoclave;	96.9%

N-benzyl-p-toluenesulfonamide (1576-37-0) → benzylamine (100-46-9)

Conditions	Yield
Stage #1: N-benzyl-p-toluenesulfonamide With n-butyllithium In tetrahydrofuran at 0℃; Stage #2: With naphthalene; lithium In tetrahydrofuran at -78 - 20℃;	99%
Stage #1: N-benzyl-p-toluenesulfonamide With n-butyllithium In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere; Stage #2: With naphthalene; lithium In tetrahydrofuran at -78 - 25℃; Stage #3: With water In tetrahydrofuran	99%
With naphthalene; water; lithium 1.) THF, -78 deg C, 2 h; Yield given. Multistep reaction;

4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl-amine (383865-57-4) → 1-Benzyl-3-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-urea + benzylamine (100-46-9)

Conditions	Yield
	A 99% B n/a

N-benzylformamide (6343-54-0) → benzylamine (100-46-9)

Conditions	Yield
With sodium ethanolate In methanol at 80℃; for 2h;	99%
With sodiumsulfide nonahydrate In water at 100℃; for 12h;	86%
Multi-step reaction with 2 steps 1: 3 h / Reflux 2: triphenylphosphine; triethylamine / dichloromethane; tetrachloromethane / 4 h / Reflux; Inert atmosphere View Scheme

1-nitro-1-phenylmethane (622-42-4) → benzylamine (100-46-9)

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen; ammonium formate In methanol under 2068.65 Torr; Flow reactor;	98%
With palladium on activated charcoal; tetrabutylammomium bromide; water; sodium hydroxide; silicon at 100℃; for 6h; Reagent/catalyst;	94%
With hydrazine hydrate In dichloromethane at 20℃; for 1h;	71%

benzylammonium O-ethylstyrylphosphonate (122954-29-4) → styrylphosphonic acid ethylester (5849-49-0) + benzylamine (100-46-9)

Conditions	Yield
With sodium hydroxide at 20℃; for 0.5h;	A 98% B 83%

1-phenyl-N-tritylethanamine (3378-73-2) → benzylamine (100-46-9)

Conditions	Yield
With ammonium cerium (IV) nitrate; water; acetic acid In dichloromethane at 20℃; for 7.5h; Inert atmosphere;	98%
With water; ytterbium(III) triflate In tetrahydrofuran at 20℃; Product distribution; Further Variations:; Catalysts; Reagents; Hydrolysis;	93%

2-(benzylamino-methylene)-malonic acid diethyl ester (54535-21-6) → benzylamine (100-46-9)

Conditions	Yield
With ethylenediamine In ethanol at 20℃; for 0.75h;	98%

N-benzyl-3,3-dimethoxypropylsulfonamide → benzylamine (100-46-9)

Conditions	Yield
Stage #1: N-benzyl-3,3-dimethoxypropylsulfonamide With p-toluenesulfonic acid monohydrate In water; acetone at 0 - 20℃; for 6h; Stage #2: With sodium hydroxide In methanol; water; acetone at 0 - 20℃; for 1.08333h;	98%

Benzaldoxime (932-90-1) → benzylamine (100-46-9)

Conditions	Yield
With sodium hydrogensulfate monohydrate; molybdenum(V) chloride; sodium cyanoborohydride In N,N-dimethyl-formamide for 1.5h; Reflux;	96%
With sodium tetrahydroborate at 20℃; for 0.0333333h; neat (no solvent, solid phase);	94%
With iron oxide; zirconium(IV) chloride; sodium cyanoborohydride In neat (no solvent) at 75 - 80℃; for 0.25h; Reagent/catalyst; Temperature;	93%

benzyl alcohol (100-51-6) → benzylamine (100-46-9)

Conditions	Yield
With sodium azide; triphenylphosphine In dichloromethane; N,N-dimethyl-formamide at 90℃; for 4h; Substitution; Mitsunobu reaction; Staudinger reaction;	96%
With ammonia In toluene at 110℃; under 5250.53 Torr; for 20h;	91%
With (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); ammonia; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In tert-Amyl alcohol at 140℃; for 20h; Inert atmosphere; Cooling;	87%

4-allyloxy-benzonitrile (33148-47-9) → 4-cyanophenyl propyl ether (60758-84-1) + benzylamine (100-46-9)

Conditions	Yield
With hydrogen; palladium on activated charcoal; ethylenediamine In tetrahydrofuran at 20℃; for 24h; atmospheric pressure;	A 96% B n/a

benzyl bromide (100-39-0) → benzylamine (100-46-9)

Conditions	Yield
With 5-methyl-1,3,4-thiadiazol-2-amine; triethylamine In ethanol; water at 25℃; for 1h;	96%
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran / Inert atmosphere 1.2: 8 h / Inert atmosphere 1.3: 2 h / 60 °C / Inert atmosphere 2.1: titanium(III) chloride; water / tetrahydrofuran / pH 10 / Reflux; Alkaline aq. solution; Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 80 °C 2: hydrogenchloride / water / 3 h / 100 °C View Scheme
Multi-step reaction with 2 steps 1.1: potassium carbonate / 1 h / Milling 1.2: 1 h / Milling 2.1: ethylenediamine / neat (no solvent) / Milling View Scheme

methyl N-benzylcarbamate (5817-70-9) → methanol (67-56-1) + benzylamine (100-46-9)

Conditions	Yield
With C25H19BrMnN2O2P; potassium tert-butylate; hydrogen In toluene at 130℃; under 15001.5 Torr; for 48h;	A 98 %Spectr. B 96%

N-benzyl-2,2,2-trifluoroacetamide (7387-69-1) → benzylamine (100-46-9)

Conditions	Yield
With potassium hydroxide at 20℃; for 0.25h;	95%

2-hydroxy-N-(benzyl)benzylamine (5001-26-3) → C21H18O3 + benzylamine (100-46-9)

Conditions	Yield
at 220℃; under 10 Torr; for 0.0833333h; Product distribution; pyrolysis without solvent, isolated as sulfate;	A n/a B 95%

1-naphthylmethyl N-benzyl carbamate → benzylamine (100-46-9)

Conditions	Yield
With ammonium formate; 1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium(0) In dimethyl sulfoxide at 80℃; for 12h; deprotection;	95%

ethyl N-benzylcarbamate (2621-78-5) → benzylamine (100-46-9)

Conditions	Yield
With ammonium bromide; 3-azapentane-1,5-diamine at 110℃; for 5h; Temperature; Microwave irradiation;	95%

N-benzylphthalimide (2142-01-0) → phthalyl alcohol (612-14-6) + benzylamine (100-46-9)

Conditions	Yield
With [RuCl2(2-(diphenylphosphino)-N-((6-((diphenylphosphino)methyl)pyridin-2-yl)methyl)ethan-1-amine)]; potassium tert-butylate; hydrogen In tetrahydrofuran at 100℃; under 37503.8 Torr; for 20h; Catalytic behavior; Autoclave; chemoselective reaction;	A 95% B 87%
With C25H19BrMnN2O2P; potassium tert-butylate; hydrogen In tetrahydrofuran at 130℃; under 22502.3 Torr; for 48h; Mechanism; Inert atmosphere; Glovebox; Autoclave; Green chemistry;	A 94% B 92%
With [Ru(PtBuNNHtBu)H(CO)Cl]; potassium tert-butylate; hydrogen In tetrahydrofuran at 110℃; under 15001.5 Torr; for 24h; Autoclave;
With C25H19BrMnN2O2P; potassium tert-butylate; hydrogen In 1,4-dioxane at 130℃; under 22502.3 Torr; for 48h; Catalytic behavior; Solvent; Reagent/catalyst; Pressure; Inert atmosphere; Glovebox; Autoclave; Green chemistry;	A 92 %Spectr. B 97 %Spectr.

benzyl chloride (100-44-7) → benzylamine (100-46-9)

Conditions	Yield
With copper(ll) sulfate pentahydrate; ammonium hydroxide In PEG1000-DIL; methyl cyclohexane at 60℃; for 3h;	94%
With 5-methyl-1,3,4-thiadiazol-2-amine; triethylamine In ethanol; water at 25℃; for 1h; Reagent/catalyst;	94%
With hydrogenchloride; potassium hydride; 1,1,3,3-tetramethyldisilazane In tetrahydrofuran at 0 - 25℃; multistep selective monoamination reaction of various alkyl halides;	88%

N-benzyl-2,2,6,6-tetramethyl-2,6-disilapiperidine (119592-74-4) → benzylamine (100-46-9)

Conditions	Yield
In hydrogenchloride for 8h; Heating;	94%

4-methyleneoxetan-2-one (674-82-8) + benzylamine (100-46-9) → N-benzyl-3-oxobutanamide (882-36-0)

Conditions	Yield
In dichloromethane at 0 - 20℃;	100%
In dichloromethane at 0 - 20℃;	100%
In dichloromethane at 0 - 20℃;	100%

4-butanolide (96-48-0) + benzylamine (100-46-9) → N-benzyl-4-hydroxybutanamide (19340-88-6)

Conditions	Yield
With bis(trifluoromethane)sulfonimide lithium In chloroform at 85℃; for 40h;	100%
Stage #1: benzylamine With diisobutylaluminium hydride In tetrahydrofuran; toluene Stage #2: 4-butanolide In tetrahydrofuran at 20℃; for 0.5h;	98%
In benzene for 12h; Reflux;	98%

furfural (98-01-1) + benzylamine (100-46-9) → N-benzyl-1-(furan-2-yl)methanimine (4393-11-7)

Conditions	Yield
With copper(II) bis(trifluoromethanesulfonate) In water at 20℃; for 0.0166667h;	100%
In water at 20℃; for 2h;	93%
In dichloromethane Inert atmosphere; Molecular sieve;	81%

cyclohexane-1,2-epoxide (286-20-4) + benzylamine (100-46-9) → rac-(1R,2R)-2-(benzylamino)cyclohexanol (40571-86-6, 40571-87-7, 51925-39-4, 131164-07-3, 141553-09-5)

Conditions	Yield
bismuth(lll) trifluoromethanesulfonate at 160℃; for 0.25h; microwave irradiation;	100%
at 150℃; Neat (no solvent);	99%
With zinc(II) perchlorate hexahydrate at 80℃; for 1h;	97%

pivaloyl chloride (3282-30-2) + benzylamine (100-46-9) → N-benzyl-2,2-dimethylpropanamide (26209-45-0)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 25℃; for 1h;	100%
With triethylamine In dichloromethane at 0 - 20℃; for 4h; Inert atmosphere;	100%
With 1-methyl-1H-imidazole In dichloromethane at 0℃; Inert atmosphere;	99%

cyclohexanone (108-94-1) + benzylamine (100-46-9) → N-benzylcyclohexylamine (4383-25-9)

Conditions	Yield
With formic acid; Cp*IrCl(N-(phenyl(pyridin-2-yl)methyl)methanesulfonamide)complex In ethyl acetate at 40℃; for 18h; Reagent/catalyst; Inert atmosphere;	100%
Stage #1: cyclohexanone; benzylamine With formic acid; chlorido(8-quinolinolato-k2N,O)(η5-pentamethylcyclopentadienyl)iridium(III) In ethyl acetate at 0 - 40℃; Inert atmosphere; Schlenk tube; Cooling with ice; Stage #2: With sodium hydrogencarbonate In water; ethyl acetate Product distribution / selectivity;	98%
With 4 A molecular sieve; borane pyridine complex In methanol for 16h;	96%

4-methyl-benzaldehyde (104-87-0) + benzylamine (100-46-9) → N-benzyl-p-tolylmethanimine (24431-15-0)

Conditions	Yield
In chloroform at 20℃; for 1h;	100%
for 6h; Kinetics; Molecular sieve; Reflux;	100%
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere;	65%

4-chlorobenzaldehyde (104-88-1) + benzylamine (100-46-9) → N-(4-chlorobenzylidene)benzylamine (130517-96-3, 13540-93-7)

Conditions	Yield
for 6h; Molecular sieve; Reflux;	100%
In ethanol at 20℃;	94%
In dichloromethane at 20℃; for 16h; Molecular sieve;	92%

terephthalaldehyde, (623-27-8) + benzylamine (100-46-9) → 1,4-bis(benzyliminomethyl)benzene (20941-14-4)

Conditions	Yield
In methanol at 20℃;	100%
In methanol at 20℃;	80%

Benzyl isothiocyanate (622-78-6) + benzylamine (100-46-9) → dibenzyl thiourea (1424-14-2)

Conditions	Yield
In hexane at 20℃; for 2h;	100%
In dichloromethane at 20℃;	98%
In chloroform for 0.5h; Heating;	88%

benzaldehyde (100-52-7) + benzylamine (100-46-9) → N-benzylidene benzylamine (780-25-6)

Conditions	Yield
In toluene at 120℃; for 24h;	100%
With magnesium sulfate In dichloromethane for 3h; Reflux;	100%
With aluminum oxide at 20℃; for 2.5h;	99%

4-methoxy-benzaldehyde (123-11-5) + benzylamine (100-46-9) → N-(4-methoxylbenzylidene)benzylamine (622-72-0)

Conditions	Yield
In chloroform at 20℃; for 1h;	100%
With sodium sulfate In dichloromethane at 20℃;	99%
In chloroform at 20℃; for 1h;	96.8%

benzoyl chloride (98-88-4) + benzylamine (100-46-9) → N-benzylbenzamide (1485-70-7)

Conditions	Yield
In tetrahydrofuran at 20℃;	100%
With sodium hydroxide In 1,2-dimethoxyethane; water at 25℃; for 0.5h; pH 10.45;	99%
Stage #1: benzoyl chloride; benzylamine With triethylamine In dichloromethane at 20℃; for 0.333333h; Stage #2: With poly{trans-bicyclo[2.2.1]hept-5-ene-2,3-di(chlorocarbonyl)} In dichloromethane at 20℃; for 0.5h;	99%

phenyl isothiocyanate (103-72-0) + benzylamine (100-46-9) → 1-benzyl-3-phenylthiourea (726-25-0)

Conditions	Yield
In acetonitrile at 20℃; for 3h;	100%
In acetonitrile at 25℃; for 0.166667h; Milling;	99%
With C64H52CaN6 In neat (no solvent) at 60℃; for 12h; Schlenk technique; Glovebox; Inert atmosphere;	98%

formamide (77287-34-4, 77287-35-5, 60100-09-6) + benzylamine (100-46-9) → N-benzylformamide (6343-54-0)

Conditions	Yield
With Iron(III) nitrate nonahydrate In toluene for 2h; Concentration; Reflux;	100%
With H-β-zeolite In neat (no solvent) at 80℃; for 24h; Green chemistry;	99%
at 20 - 120℃; for 15h;	99%

isobutyraldehyde (78-84-2) + benzylamine (100-46-9) → isobutylidenebenzylamine (22483-21-2)

Conditions	Yield
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere;	100%
With aluminum oxide at 20℃; for 7h;	90%
In water Condensation;	65.12%

acrylic acid methyl ester (292638-85-8) + benzylamine (100-46-9) → 3-benzylamino-propionic acid methyl ester (23574-01-8)

Conditions	Yield
at -40℃; for 12h;	100%
With [HP(HNCH2CH2)3N]NO3 In acetonitrile at 20℃; for 48h; Michael addition;	98%
copper In methanol at 20℃; for 0.3h; Aza-Michael Addition;	98%

acrylic acid methyl ester (292638-85-8) + benzylamine (100-46-9) → bis(2-methoxycarbonylethyl)benzylamine (793-19-1)

Conditions	Yield
In methanol at 20℃; for 8h; Reflux;	100%
In methanol Reflux;	99%
In methanol at 34℃; for 72h; Inert atmosphere;	99%

chloroacetyl chloride (79-04-9) + benzylamine (100-46-9) → N-benzyl-2-chloroacetamide (2564-06-9)

Conditions	Yield
In dichloromethane	100%
With triethylamine In dichloromethane at 0 - 20℃; for 4h; Inert atmosphere;	98%
With potassium carbonate In dichloromethane Heating;	97%

2-Bromoacetyl bromide (598-21-0) + benzylamine (100-46-9) → N-benzyl-2-bromoacetamide (2945-03-1)

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 2h;	100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 16h;	99%
In dichloromethane at 0 - 20℃; for 0.5h; Inert atmosphere;	98%

benzenesulfonyl chloride (98-09-9) + benzylamine (100-46-9) → N-benzylbenzenesulfonamide (837-18-3)

Conditions	Yield
With triethylamine In dichloromethane 1) 0 deg C, 1 h, 2) room temperature;	100%
With sodium hydroxide In water at 25℃; for 2h; pH 9.6;	99.9%
With Fe3O4-supported (diisopropylamino)acetamide In dichloromethane at 25℃;	98%

p-toluenesulfonyl chloride (98-59-9) + benzylamine (100-46-9) → N-benzyl-p-toluenesulfonamide (1576-37-0)

Conditions	Yield
With triethylamine In dichloromethane at 4℃;	100%
With pyridine; dmap In dichloromethane at 0 - 20℃; for 16h;	99%
With triethylamine at 20℃; for 1h; Inert atmosphere;	99%

benzyl isothiocyanate (3173-56-6) + benzylamine (100-46-9) → 1,3-dibenzylurea (1466-67-7)

Conditions	Yield
In tetrahydrofuran at 10 - 35℃; for 16h;	100%
In dichloromethane at 5℃; for 0.5h;	99%
Multistep reaction;	96%

carbon disulfide (75-15-0) + benzylamine (100-46-9) → dibenzyl thiourea (1424-14-2)

Conditions	Yield
at 100℃; for 12h; Ionic liquid; Green chemistry;	100%
aluminum oxide; zinc(II) oxide at 100℃; for 2h; Condensation;	98%
In water at 20℃; for 1.33333h; Solvent; Time; Green chemistry;	97%

Benzophenone imine (1013-88-3) + benzylamine (100-46-9) → benzhydrylidene-benzyl-amine (7699-79-8)

Conditions	Yield
In chloroform at 20℃; for 288h;	100%
In dichloromethane for 13h; Inert atmosphere; Reflux;	98.3%
In dichloromethane for 13h; Reflux; Inert atmosphere;	95.3%

formic acid (64-18-6) + benzylamine (100-46-9) → N-benzylformamide (6343-54-0)

Conditions	Yield
With sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ethyl cyanoglyoxylate-2-oxime In water; N,N-dimethyl-formamide at 20℃; for 3h; Reagent/catalyst; Solvent;	100%
With 4-methyl-morpholine; dmap; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In dichloromethane at 35℃; for 0.1h; microwave irradiation;	99%
With sulfated tungstate at 70℃; for 0.166667h; Neat (no solvent);	99%

diethyl meso-2,5-dibromoadipate (54221-37-3) + benzylamine (100-46-9) → diethyl meso-1-benzyl-2,5-pyrrolidinedicarboxylate (17740-40-8)

Conditions	Yield
In toluene for 4h; Reflux;	100%

2-methylenesuccinic acid (97-65-4) + benzylamine (100-46-9) → 1-benzyl-5-oxopyrrolidine-3-carboxylic acid (5733-86-8)

Conditions	Yield
at 130℃; Inert atmosphere;	100%
	86%
at 130℃; for 2.5h; Inert atmosphere;	82.9%

Upstream product

• 100-97-0 Hexamethylenetetramine 
• 1066-33-7 Ammonium bicarbonate 
• 85-41-6 O-Phthalimide 
• 100-44-7 Benzyl chloride 
• 1336-21-6 Ammonium hydroxide 

Downstream Products

• 162714-86-5 6-BENZYLAMINOPURINE 
• 122536-77-0 (R)-3-(Boc-amino)pyrrolidine 
• 56108-27-1 1-BENZYL-4-HYDROXY-4-(3-TRIFLUOROTOLYL)PIPERIDINOL 
• 105827-78-9 Admire 
• 122536-94-1 (S)-3-Hydroxypyrrolidine hydrochloride 
• 100-10-7 4-Dimethylaminobenzaldehyde 
• 93102-05-7 N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine 
• 103-83-3 N,N-Dimethylbenzylamine 
• 2015-14-7 4-(Acetamidomethyl)benzenesulfamide 
• 108612-54-0 4-N-Boc-4-N-Methyl-aminopiperidine 
• 23583-21-3 Ethyl 3-(benzylamino)propanoate 
• 8076-87-7 sodium dibenzyl amine enzene sulfonate 
• 91719-61-8 BENZYL-(2-METHYLSULFANYL-PYRIMIDIN-4-YL)-AMINE 
• 103-55-9 N'-BENZYL-N,N-DIMETHYLETHYLENEDIAMINE 
• 108-49-6 2,6-Dimethylpiperazine 
• 138261-41-3 Imidacloprid 
• 3939-01-3 Methyl 1-benzyl-4-oxo-3-piperidine-carboxylate hydrochloride 
• 52570-16-8 NAPROANILIDE 
• 99135-95-2 (+)-(3R,4R)-BIS(DIPHENYLPHOSPHINO)-1-BENZYLPYRROLIDINE 
• 34737-89-8 1-BENZYL-3-METHYL-4-PIPERIDONE 
• 617-45-8 DL-Aspartic acid 
• 325775-44-8 1-Boc-3-(Aminomethyl)azetidine 
• 156517-64-5 (3S,4S)-(-)-1-BENZYL-3,4-BIS(DIPHENYLPHOSPHINO)PYRROLIDINE 
• 101385-90-4 (S)-1-Benzyl-3-pyrrolidinol 
• 101930-07-8 (R)-(+)-1-Benzyl-3-pyrrolidinol 
• 138-37-4 Mafenide hydrochloride 
• 138-39-6 4-(AMINOMETHYL)BENZENESULFONAMIDE 
• 138402-11-6 Irbesartan 
• 142253-55-2 1-N-Boc-3-Azetidinecarboxylic acid 
• 2615-25-0 trans-1,4-Diaminocyclohexane 
• 2799-21-5 (R)-3-Hydroxypyrrolidine 
• 3612-20-2 N-Benzyl-4-piperidone 
• 4644-61-5 ETHYL 4-PIPERIDONE-3-CARBOXYLATE HYDROCHLORIDE 

Recommend Products

• 101353-61-1  3-endo-benzylamino-8-methyl-8-azabicyclo[3.2.1]octane 
• 35130-97-3  (1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl-methane sulfonate 
• 101-32-6  N-benzyl-diethanolamine 
• 75-21-8  oxirane 
• 104-63-2  N-Benzylethanolamine 
• 5978-34-7  2-benzylaminoethanethiol 
• 420-12-2  thirane 
• 4152-09-4  N-benzylethylenediamine 
• 151-56-4  ethyleneimine 
• 29897-82-3  N-benzylpyrrolidine 
• 109-99-9  tetrahydrofuran 
• 183275-87-8  N-benzyl-1-(tetrahydrofuran-2-yl)methanamine 
• 3003-84-7  Tetrahydrofurfuryl chloride 
• 22704-36-5  3-chloro-1-methylpiperidine 

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