111-68-2

Basic information

• Product Name: 1-AMINOHEPTANE
• Synonyms: 1-Aminoheptan;1-Heptanamine;CH3(CH2)6NH2;n-Heptylamin;N-HEPTYLAMINE, 99+%;n-Heptylamine, 98+%;Heptylamin;Heptanamine
• CAS NO: 111-68-2
• Molecular Formula: C₇H₁₇N
• Molecular Weight: 115.22
• EINECS: 203-895-8
• Product Categories: Alkylamines;Monofunctional & alpha,omega-Bifunctional Alkanes;Monofunctional Alkanes
• Mol File: 111-68-2.mol
• Article Data: 61

Chemical Properties

• Melting Point: -23 °C
• Boiling Point: 154-156 °C(lit.)
• Flash Point: 95 °F
• Appearance: Clear colorless to slightly yellow/Liquid
• Density: 0.777 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.89mmHg at 25°C
• Refractive Index: n20/D 1.424(lit.)
• Storage Temp.: Flammables area
• PKA: 10.67(at 25℃)
• Water Solubility: Soluble in water 6791 mg/L @ 25°C.
• Sensitive: Air Sensitive
• BRN: 1731688
• CAS DataBase Reference: 1-AMINOHEPTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-AMINOHEPTANE(111-68-2)
• EPA Substance Registry System: 1-AMINOHEPTANE(111-68-2)

Safety Data

• Hazard Codes: C
• Statements: 10-34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2734 8/PG 2
• WGK Germany: 1
• RTECS: MK0600000
• F: 34
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 111-68-2(Hazardous Substances Data)

Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 111-68-2 differently. You can refer to the following data:
1. CLEAR COLORLESS TO SLIGHTLY YELLOW LIQUID
2. 1-Aminoheptane is a flammable liquid.

Uses

Different sources of media describe the Uses of 111-68-2 differently. You can refer to the following data:
1. Heptylamine is used in organic syntheses.
2. 1-Heptylamine has been used as an internal standard in the determination of biogenic monoamines and biogenic diamines by the fluorescence-HPLC method. It has also been used to study the effect of hydration on the gaseous structure of protonated heptylamine by infrared photo dissociation (IRPD) spectroscopy and computational chemistry.
3. 1-Aminoheptane can be used to prepare implantable devices having antibacterial properties and multifunctional surfaces.

Synthesis Reference(s)

Tetrahedron Letters, 14, p. 3839, 1973 DOI: 10.1016/S0040-4039(01)87051-9The Journal of Organic Chemistry, 37, p. 335, 1972 DOI: 10.1021/jo00967a042

Hazard

Combustible.

Purification Methods

Dry it in over KOH pellets for 24hours, then decant it and fractionally distil it. Store away from CO2. [Beilstein 4 IV 734.]

InChI:InChI=1/C7H17N/c1-2-3-4-5-6-7-8/h2-8H2,1H3

Synthetic route

1-azidoheptane (44961-22-0) → 1-Heptylamine (111-68-2)

Conditions	Yield
With magnesium In methanol for 0.25h;	98%
With chloro-trimethyl-silane; sodium iodide In acetonitrile for 0.333333h; Ambient temperature;	92%
With samarium diiodide In tetrahydrofuran for 1h; Ambient temperature;	90%

n-heptan1ol (111-70-6) → 1-Heptylamine (111-68-2)

Conditions	Yield
With aminedehydrogenase; ammonia; ammonium chloride at 30℃; for 48h; pH=8.7; Enzymatic reaction;	91%
Multi-step reaction with 3 steps 1: sulfuric acid; sodium nitrite 2: hydrogen; nickel / 330 - 340 °C 3: nickel; hydrogen / 340 °C View Scheme
Multi-step reaction with 3 steps 1.1: pyridine / dichloromethane / 45 h / 0 - 20 °C / Inert atmosphere 2.1: sodium azide / N,N-dimethyl-formamide / 5 h / 80 °C / Inert atmosphere 3.1: triphenylphosphine / tetrahydrofuran / 22 h / 0 - 20 °C / Inert atmosphere 3.2: 2 h / 20 °C / Inert atmosphere View Scheme
With L-alanin; D-glucose; pyridoxal 5'-phosphate; alanine dehydrogenase from B. subtilis; catalase from M. lysodeikticus; glucose dehydrogenase from DSM; long-chain alcohol oxidase from Aspergillus fumigatus; w-transaminase from Chromobacterium violaceum; NAD; oxygen; ammonium chloride; flavin adenine dinucleotide In aq. phosphate buffer at 20℃; under 1500.15 Torr; for 24h; pH=10; Enzymatic reaction;
With formate dehydrogenase from Candida boidinii; alcohol dehydrogenase from Thermoanaerobacter ethanolicus I86A W110A variant; chimeric amine dehydrogenase generated through domain shuffling of Bb‐PhAmDH variant and L‐AmDH variant, the latter originated from the leucinedehydrogenase from Bacillus stearothermophilus; NADPH oxidase from Bacillus subtilis; nicotinamide adenine dinucleotide phosphate; nicotinamide adenine dinucleotide; catalase In aq. buffer at 30℃; for 12h; pH=8.5; Enzymatic reaction;

heptylurea (42955-46-4) → 1-Heptylamine (111-68-2)

Conditions	Yield
With sodium hydroxide at 70 - 80℃; for 3h;	90%

(Z)-7-azidohepta-1,3-diene (127611-47-6) → 1-Heptylamine (111-68-2)

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol	90%

1-nitroheptane (693-39-0) → 1-Heptylamine (111-68-2)

Conditions	Yield
With poly(p-aminostyrene)-palladium(II); hydrogen In N,N-dimethyl-formamide at 70℃; under 760 Torr; for 6h;	89%
With iron; acetic acid

(Z)-7-Azido-hept-3-ene (127611-45-4) → 1-Heptylamine (111-68-2)

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol	87%

heptanenitrile (629-08-3) → 1-Heptylamine (111-68-2)

Conditions	Yield
With indium(III) chloride; sodium tetrahydroborate In tetrahydrofuran at 25℃; for 4h; Inert atmosphere;	86%
Stage #1: heptanenitrile With borane-2-methyltetrahydrofuran complex In 2-methyltetrahydrofuran at 0℃; for 4h; Heating / reflux; Stage #2: With methanol In 2-methyltetrahydrofuran at 0℃; Product distribution / selectivity;	84.5%
Stage #1: heptanenitrile With borane-THF In tetrahydrofuran at 0℃; for 4h; Heating / reflux; Stage #2: With methanol In tetrahydrofuran at 0℃; Product distribution / selectivity;	80.7%

1-Bromoheptane (629-04-9) → 1-Heptylamine (111-68-2)

Conditions	Yield
With 5-methyl-1,3,4-thiadiazol-2-amine; triethylamine In ethanol; water at 25℃; for 1h;	85%
With ethanol; ammonia at 100℃;

N-allylheptan-1-amine (91342-40-4) → 1-Heptylamine (111-68-2)

Conditions	Yield
With tert.-butylhydroperoxide; chromia-pillared montmorillonite catalyst (Cr-PILC) In 2,2,4-trimethylpentane; dichloromethane for 22h; Ambient temperature;	84%

1-heptanal oxime (629-31-2) → 1-Heptylamine (111-68-2)

Conditions	Yield
With propylamine; lithium; tert-butyl alcohol In ethylenediamine at 20 - 53℃; for 1.75h; Reduction;	55%
With ethanol; platinum under 2206.5 Torr; Hydrogenation;
With ethanol; sodium

N-benzyl-1-heptylamine (5730-02-9) → 1-Heptylamine (111-68-2) + N-heptylbenzamide (143632-83-1)

Conditions	Yield
With tert.-butylhydroperoxide; chromium-pillared montmorillonite In 2,2,4-trimethylpentane; dichloromethane for 26h; Ambient temperature;	A 40% B 48%

methyl N-heptylcarbamate (35601-84-4) → 1-Heptylamine (111-68-2)

Conditions	Yield
With sodium hydrogen telluride In N,N-dimethyl-formamide at 70 - 75℃; for 5h;	45%
With calcium hydroxide; water

n-octanamide (629-01-6) → 1-Heptylamine (111-68-2)

Conditions	Yield
With sodium hydroxide; sodium bromite In water at 80℃; for 0.5h;	31%
With 1,4-dioxane; sodium hypochlorite
With potassium hydroxide; bromine
Multi-step reaction with 2 steps 1: methanol; bromine 2: calcium hydroxide; water View Scheme

1-n-heptylthymine (76849-30-4) + N-butylamine (109-73-9) → 1-Heptylamine (111-68-2) + N-butylthymine (15236-33-6)

Conditions	Yield
With pH 9.5 at 35℃; for 60h; Irradiation;	A 16% B 17 % Turnov.
In water Irradiation;

heptanal (111-71-7) → 1-Heptylamine (111-68-2)

Conditions	Yield
With methanol; ammonia; nickel at 150℃; under 110326 Torr; Hydrogenation;
With ethanol; ammonia; nickel at 90 - 130℃; under 44130.5 Torr; Hydrogenation;
With ethanol; ammonia; hydrogen; nickel
Multi-step reaction with 3 steps 1: KOH 2: 89 percent / KOH / 4 h / 160 °C 3: H2O / 20 °C View Scheme
With imine reductase from Streptomyces ipomoeae; ammonia; NADPH at 30℃; for 0.166667h; Catalytic behavior; Enzymatic reaction;

1-Chloroheptane (629-06-1) → 1-Heptylamine (111-68-2)

Conditions	Yield
With ammonia; magnesium oxide at 310℃;

1-Bromoheptane (629-04-9) → diheptylamine (2470-68-0) + 1-Heptylamine (111-68-2)

Conditions	Yield
With methanol; ammonia at 25℃;
With methanol; ammonia

1-heptanal oxime (629-31-2) → diheptylamine (2470-68-0) + 1-Heptylamine (111-68-2)

Conditions	Yield
With diethyl ether; nickel kieselguhr at 100 - 125℃; under 73550.8 - 110326 Torr; Hydrogenation;
With ethanol; nickel kieselguhr at 100 - 125℃; under 73550.8 - 110326 Torr; Hydrogenation;
With ethanol; nickel at 15 - 18℃; Hydrogenation;
With nickel kieselguhr; methyl cyclohexane at 100 - 125℃; under 73550.8 - 110326 Torr; Hydrogenation;

1-amino-heptan-1-ol (40899-00-1) → diheptylamine (2470-68-0) + 1-Heptylamine (111-68-2)

Conditions	Yield
With nickel kieselguhr; methyl cyclohexane at 100 - 125℃; under 73550.8 - 110326 Torr; Hydrogenation;
With diethyl ether; nickel kieselguhr at 100 - 125℃; under 73550.8 - 110326 Torr; Hydrogenation;
With ethanol; nickel kieselguhr at 100 - 125℃; under 73550.8 - 110326 Torr; Hydrogenation;
With nickel kieselguhr; 2-Methylcyclohexanone at 100 - 125℃; under 73550.8 - 110326 Torr; Hydrogenation;

N,N'-diheptylidene-heptane-1,1-diamine → diheptylamine (2470-68-0) + 1-Heptylamine (111-68-2)

Conditions	Yield
With diethyl ether; nickel kieselguhr at 100 - 125℃; under 73550.8 - 110326 Torr; Hydrogenation;
With ethanol; nickel kieselguhr at 100 - 125℃; under 73550.8 - 110326 Torr; Hydrogenation;
With nickel kieselguhr; methyl cyclohexane at 100 - 125℃; under 73550.8 - 110326 Torr; Hydrogenation;

heptanal phenylhydrazone (6228-45-1) → 1-Heptylamine (111-68-2)

Conditions	Yield
With sodium amalgam; ethanol; acetic acid
With ethanol; aluminium amalgam

N,N'-diheptylurea (1798-20-5) + ethylene glycol (107-21-1) → 1-Heptylamine (111-68-2)

Conditions	Yield
at 175℃; Rate constant;

heptyl heptanoate (624-09-9) → diheptylamine (2470-68-0) + n-heptane (142-82-5) + 1-Heptylamine (111-68-2)

Conditions	Yield
With ammonia; hydrogen; a fused iron catalyst at 280℃; Product distribution; percent of conversion;

N-heptylisocyanate (4747-81-3) → 1-Heptylamine (111-68-2)

Conditions	Yield
With water Yield given;

complex of α-cyclodextrin with n-heptylamine → 1-Heptylamine (111-68-2) + alpha cyclodextrin (10016-20-3)

Conditions	Yield
With phosphate buffer In water-d2 at 25℃; Equilibrium constant; Thermodynamic data; standard molar enthalpy ΔrH0, standard molar Gibbs energy ΔrG0, standard molar entropy ΔrS0;
In alkaline aq. solution at 25℃; pH=11.60; Equilibrium constant; dissociation;

(N-tert-Butyloxycarbonyl)heptylamine (38427-89-3) → 1-Heptylamine (111-68-2)

Conditions	Yield
With trifluoroacetic acid Deacylation;

1,4-dioxane (123-91-1) + heptanamide (628-62-6) + copper-chromium-oxide → diheptylamine (2470-68-0) + 1-Heptylamine (111-68-2)

Conditions	Yield
at 175 - 250℃; under 73550.8 - 220652 Torr; Hydrogenation;

pentan-1-ol (71-41-0) + heptanamide (628-62-6) + sodium → n-heptan1ol (111-70-6) + 1-Heptylamine (111-68-2)

pyridine (110-86-1) + 1-Heptene (592-76-7) + ammonium thiosulfate → 1-Heptylamine (111-68-2)

Conditions	Yield
at 155℃;

1-Heptene (592-76-7) + aqueous ammonium polysulfide → 1-Heptylamine (111-68-2)

Conditions	Yield
at 155℃;

1-Heptylamine (111-68-2) + pantolactone (79-50-5) → N-heptyl-2,4-dihydroxy-3,3-dimethylbutyramide (43180-77-4)

Conditions	Yield
In methanol at 20℃; for 20h;	100%
at 100 - 110℃;
at 100 - 110℃;

bromocyane (506-68-3) + 1-Heptylamine (111-68-2) → heptyl cyanamide (87888-05-9)

Conditions	Yield
	100%
With diethyl ether

1-Heptylamine (111-68-2) + 2-Bromoacetyl bromide (598-21-0) → 2-bromo-N-heptylacetamide (5463-16-1)

Conditions	Yield
With potassium carbonate In dichloromethane; water at 0 - 20℃; for 6.5h;	100%
In tetrahydrofuran; water	99%
In tetrahydrofuran; water	99%
In tetrahydrofuran; water	99%
With 1,2-dichloro-ethane at -10℃;

1-Heptylamine (111-68-2) + p-toluenesulfonyl chloride (98-59-9) → N-heptyl-4-methylbenzenesulfonamide (124920-13-4)

Conditions	Yield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 12h;	100%
With ethanol
With triethylamine In dichloromethane at 0 - 20℃;
With triethylamine In dichloromethane at 0 - 25℃;

1-Heptylamine (111-68-2) + 4-neopentylbenzoyl chloride (96224-27-0) → 4-(2,2-Dimethyl-propyl)-N-heptyl-benzamide (96224-28-1)

Conditions	Yield
With triethylamine Ambient temperature;	100%

1-Heptylamine (111-68-2) + methanesulfonyl chloride (124-63-0) → N-methylsulfonylheptylamine (103085-20-7)

Conditions	Yield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 12h;	100%
With triethylamine In diethyl ether for 0.5h; Heating;	83%
In tetrahydrofuran

1-Heptylamine (111-68-2) + 2,5-hexanedione (110-13-4) → N-heptyl-2,5-dimethylpyrrole

Conditions	Yield
at 150℃; Paal-Knorr Pyrrole Synthesis;	100%
With Fe(3+)-montmorillonite K10 In dichloromethane at 20℃; for 2h; Paal-Knorr condensation;	93%
With [BMIm]I at 25℃; for 0.5h; Paal-Knorr condensation;	95 % Chromat.
With aminosulfonic acid at 18℃; for 0.5h;	98 % Chromat.

2,4-dichloro-7-methylthieno[3,2-d]pyrimidine (35265-83-9) + 1-Heptylamine (111-68-2) → 2-chloro-4-heptylamino-7-methylthieno[3,2-d]pyrimidine (221043-53-4)

Conditions	Yield
In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; N,N-dimethyl-formamide	100%
In water; N,N-dimethyl-formamide at 0 - 20℃; for 2h;	100%

1-Heptylamine (111-68-2) + 1-chloro-4-isothiocyanato-2,5-dimethoxybenzene (306935-82-0) → 1-(4-chloro-2,5-dimethoxyphenyl)-3-heptylthiourea (1159073-79-6)

Conditions	Yield
In chloroform at 20℃;	100%

1-Heptylamine (111-68-2) + carbon dioxide (124-38-9) → N-n-heptylformamide (59734-16-6)

Conditions	Yield
With C21H24N2; phenylsilane In tetrahydrofuran at 20℃; under 750.075 - 2250.23 Torr; for 22h; Reagent/catalyst; Solvent; Temperature; Time; Concentration; Inert atmosphere; Glovebox;	100%
With C21H39Cl2CoNP2; potassium tert-butylate; hydrogen; sodium triethylborohydride In toluene at 150℃; under 22502.3 Torr; for 36h; Autoclave;	99%
With C12H14N4*Ir(1+)*C8H12*I(1-)*C3H7NO; hydrogen In methanol at 100℃; under 45004.5 Torr; for 20h; Autoclave;	97%

1-Heptylamine (111-68-2) + (7-(carboxymethyl)-1,3,6,8-tetraoxo-3,6,7,8-tetrahydro-1H-benzo[lmn][3,8]phenanthrolin-2-yl)-acetic acid (5880-06-8) → C18H10N2O8*2C7H17N

Conditions	Yield
In methanol at 20℃;	100%

1-Heptylamine (111-68-2) + chloroacetyl chloride (79-04-9) → 2-chloro-N-heptylacetamide

Conditions	Yield
With potassium carbonate In dichloromethane at 20℃; for 2.16667h; Inert atmosphere; Reflux;	100%
With potassium carbonate In acetone Reflux;	89%

1-Heptylamine (111-68-2) + bromoacetic acid (79-08-3) → C54H104N6O7

Conditions	Yield
Stage #1: bromoacetic acid With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h; Stage #2: 1-Heptylamine In N,N-dimethyl-formamide at 20℃; for 0.666667h; Stage #3: bromoacetic acid Further stages;	100%

1-Heptylamine (111-68-2) + benzaldehyde (100-52-7) → N-(phenylmethylene)-1-heptanamine (58979-19-4)

Conditions	Yield
In methanol for 3h; Ambient temperature;	99.8%
With Montmorillonite K10 clay Condensation; microwave irradiation;
With magnesium sulfate In dichloromethane at 20℃;
With alizarin red S-sensitized TiO2 In acetonitrile for 0.5h;

1-Heptylamine (111-68-2) + carbon monoxide (201230-82-2) → N,N'-diheptylurea (1798-20-5)

Conditions	Yield
With palladium; oxygen; potassium iodide In 1,4-dioxane at 130℃; under 30003 Torr; for 24h; Autoclave; Green chemistry;	99%
Stage #1: 1-Heptylamine; carbon monoxide With sulfur at 80℃; under 760.051 Torr; for 4h; Stage #2: With oxygen at 20℃; under 760.051 Torr; for 1h; Further stages.;	81%
With iron(III) oxide; selenium; 3-trifluoromethylnitrobenzene In tetrahydrofuran at 64℃; under 760 Torr; for 2h;	69%
With oxygen; potassium iodide In neat (no solvent) at 122℃; for 6h; Green chemistry;	58%

3-thiophene carboxaldehyde (498-62-4) + 1-Heptylamine (111-68-2) → N-(3-thienylmethylene)-n-heptylamine

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 3h; Heating;	99%

1-Heptylamine (111-68-2) → heptanenitrile (629-08-3)

Conditions	Yield
With C22H22Cl2FeN2O8(2-)*2C16H36N(1+); oxygen In neat (no solvent) at 100℃; under 760.051 Torr; for 0.5h; Green chemistry;	99%
With tetrabutylammomium bromide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In acetonitrile at 20℃; for 0.0833333h; Inert atmosphere; Molecular sieve;	89%
With dichloro(1,5-cyclooctadiene)ruthenium(II); hexamethylenetetramine In toluene for 24h; Schlenk technique; Inert atmosphere; Reflux;	80%
With dichloro(benzene)ruthenium(II) dimer; hexamethylenetetramine In toluene for 24h; Schlenk technique; Inert atmosphere; Reflux; Green chemistry;	72%
With rhodium(III) chloride hydrate; C13H19N4(1+)*Br(1-) In toluene at 110℃; for 24h; Schlenk technique; Inert atmosphere;	72%

1-Heptylamine (111-68-2) + salicylaldehyde (90-02-8) → 2-[(E)-(heptylimino)methyl]phenol

Conditions	Yield
With magnesium sulfate In dichloromethane at 20℃;	99%

1-Heptylamine (111-68-2) + 1-(3-chloroquinoxalin-2-yl)-3-phenylprop-2-yn-1-one (1422642-91-8) → 1-heptyl-2-phenylpyrido[2,3-b]quinoxalin-4(1H)-one (1422642-95-2)

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In N,N-dimethyl-formamide at 160℃; for 16h; Inert atmosphere;	99%

1-Heptylamine (111-68-2) + hexan-1-ol (111-27-3) → N-heptylhexanamide (93717-22-7)

Conditions	Yield
With C24H21ClN2OPRu; potassium tert-butylate In toluene for 24h; Reflux; Inert atmosphere;	99%
With potassium tert-butylate; [Ru(PtBuNNHBn)H(CO)Cl] In diethyl ether at 50℃; under 760.051 Torr; for 22h; Reagent/catalyst; Inert atmosphere;	85%

vinyl acetate (108-05-4) + 1-Heptylamine (111-68-2) → N-heptylacetamide (14202-55-2)

Conditions	Yield
With immobilization of Candida cylindracea lipase In hexane at 55℃; for 14h;	99%

1-Heptylamine (111-68-2) + 5-chloro-2-nitrobenzyl alcohol (73033-58-6) → C14H19ClN2O

Conditions	Yield
In water; butan-1-ol at 20℃; for 3h; UV-irradiation;	99%

formic acid (64-18-6) + 1-Heptylamine (111-68-2) → N-n-heptylformamide (59734-16-6)

Conditions	Yield
With 4-methyl-morpholine; dmap; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In dichloromethane for 8h; Heating;	98%

1-Heptylamine (111-68-2) → diheptylamine (2470-68-0)

Conditions	Yield
With Co2Rh2/C In toluene at 180℃; under 760.051 Torr; for 18h; Autoclave; Inert atmosphere;	98%
With hydrogen; nickel at 200℃; under 73550.8 Torr;
Multi-step reaction with 2 steps 1: 85 percent / triethylamine / tetrahydrofuran / 0.25 h / 2.5 - 20 °C 2: 84 percent / lithium aluminum hydride / diethyl ether / Heating View Scheme
Multi-step reaction with 2 steps 1: 97 percent / DMAP; Et3N / CH2Cl2 / 24 h / 20 °C 2: 99 percent / LiAlH4 / tetrahydrofuran / 24 h / Heating View Scheme

1-Heptylamine (111-68-2) + acetyl chloride (75-36-5) → N-heptylacetamide (14202-55-2)

Conditions	Yield
With pyridine In dichloromethane at 0 - 20℃;	98%
With pyridine In dichloromethane at 0 - 20℃; for 1.03333h;	98%
With pyridine In benzene

1-Heptylamine (111-68-2) + benzene-1,2-bis(sulphenyl chloride) (30818-49-6) → N-heptyl-1,3,2-benzodithiazole (1025977-43-8)

Conditions	Yield
With triethylamine In diethyl ether 1.) -20 deg C, 1 h, 2.) RT, 16 h;	98%

3-Acetyl-4-methoxy-6-methyl-2-pyranone (670-28-0) + 1-Heptylamine (111-68-2) → 3-Acetyl-4-(1-heptylamino)-6-methylpyran-2-one

Conditions	Yield
In benzene for 24h; Substitution;	98%

1-Heptylamine (111-68-2) + 2,3-dimethoxybenzoic acid (1521-38-6) → (i)-N-Heptyl-2,3-dimethoxybenzamide

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;	98%

1-Heptylamine (111-68-2) → 4,4-dimethyl-tetrahydro-pyran-2-one (22791-80-6) + N-heptyl-3,3-dimethyl-5-hydroxypentanamide (139773-01-6)

Conditions	Yield
In toluene	A 98% B n/a

Upstream product

• 624-09-9 heptyl heptanoate 
• 123-91-1 1,4-dioxane 
• 628-62-6 heptanamide 
• 71-41-0 pentan-1-ol 
• 6228-45-1 heptanal phenylhydrazone 
• 40899-00-1 1-amino-heptan-1-ol 
• 35601-84-4 methyl N-heptylcarbamate 
• 629-08-3 heptanenitrile 
• 629-31-2 1-heptanal oxime 
• 693-39-0 1-nitroheptane 
• 629-04-9 1-Bromoheptane 
• 629-06-1 1-Chloroheptane 
• 111-71-7 heptanal 
• 92866-69-8 N-heptyloctanamide 

Downstream Products

• 52891-01-7 n-heptyldiethanolamine 
• 66896-46-6 N-(n-heptyl)benzenesulfonamide 
• 24573-34-0 N-heptyl-2-aminopyridine 
• 6653-61-8 1-(5-benzyl-[1,3,4]oxadiazol-2-yl)-5-heptyl-3-phenyl-biuret 
• 6653-51-6 1-heptyl-5-(5-methyl-[1,3,4]oxadiazol-2-yl)-3-phenyl-biuret 
• 59104-79-9 1,1-dibromoheptane 
• 71416-53-0 Cyclohex-1-ene-1,2-dicarboxylic acid 1-[(4-bromo-2-fluoro-phenyl)-amide] 2-heptylamide 
• 71416-29-0 N-n-heptyl-N'-(2-fluoro-4-chlorophenyl)-3,4,5,6-tetrahydrophthalamide 
• 13740-43-7 2-(4-Chloro-2-methyl-phenoxy)-N-heptyl-propionamide 
• 42419-55-6 1-Heptylamino-cyclohexanecarbonitrile 
• 42419-48-7 Heptylamino-phenyl-acetonitrile 
• 42419-42-1 2-Heptylamino-2-methyl-propionitrile 
• 3535-83-9 tetra-n-heptylammonium iodide 
• 3098-03-1 1-heptyl-2-thiourea 

Relevant articles and documents

HYDROAMMONOLYSIS OF DI-1-HEPTYL ETHER AND THE 1-HEPTYL ESTER OF ENANTHIC ACID

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Oxidation of aldehydes to acyl azides by chromic anhydride-azidotrimethylsilane

Aldehydes are efficiently oxidized to acyl azides by azidotrimethylsilane and chromic anhydride at room temperature (aromatic), or at -10°C (aliphatic).

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Selective Room-Temperature Hydrogenation of Amides to Amines and Alcohols Catalyzed by a Ruthenium Pincer Complex and Mechanistic Insight

We report a room-temperature protocol for the hydrogenation of various amides to produce amines and alcohols. Compared with most previous reports for this transformation, which use high temperatures (typically, 100-200 °C) and H2 pressures (10-100 bar), this system proceeds under extremely mild conditions (RT, 5-10 bar of H2). The hydrogenation is catalyzed by well-defined ruthenium-PNNH pincer complexes (0.5 mol %) with potential dual modes of metal-ligand cooperation. An unusual Ru-amidate complex was formed and crystallographically characterized. Mechanistic investigations indicate that the room-temperature hydrogenation proceeds predominantly via the Ru-N amido/amine metal-ligand cooperation.

Facile synthesis of supported Ru-Triphos catalysts for continuous flow application in selective nitrile reduction

The selective catalytic hydrogenation of nitriles represents an important but challenging transformation for many homogeneous and heterogeneous catalysts. Herein, we report the efficient and modular solid-phase synthesis of immobilized Triphos-type ligands in very high yields, involving only minimal work-up procedures. The corresponding supported ruthenium-Triphos catalysts are tested in the hydrogenation of various nitriles. Under mild conditions and without the requirement of additives, the tunable supported catalyst library provides selective access to both primary amines and secondary imines. Moreover, the first application of a Triphos-type catalyst in a continuous flow process is presented demonstrating high catalyst life-time over at least 195 hours without significant activity loss.