5813-64-9

Basic information

• Product Name: Neopentylamine
• Synonyms: PIVALYLAMINE;NEOPENTYLAMINE;RARECHEM AL BW 0181;1-Propanamine, 2,2-dimethyl-;2,2-Dimethyl-1-propanamine;2,2-Dimethyl-1-propylamine;neo-C5H11NH2;2,2-DIMETHYLPROPYLAMINE
• CAS NO: 5813-64-9
• Molecular Formula: C₅H₁₃N
• Molecular Weight: 87.16
• EINECS: 227-378-1
• Product Categories: Heterocyclic Compounds;Piperidines
• Mol File: 5813-64-9.mol
• Article Data: 17

Chemical Properties

• Melting Point: -70°C (estimate)
• Boiling Point: 83°C
• Flash Point: -13°C
• Appearance: /
• Density: 0.745
• Vapor Pressure: 78.1mmHg at 25°C
• Refractive Index: 1.403
• Storage Temp.: Store at +2°C to +8°C.
• PKA: 10.15(at 25℃)
• CAS DataBase Reference: Neopentylamine(CAS DataBase Reference)
• NIST Chemistry Reference: Neopentylamine(5813-64-9)
• EPA Substance Registry System: Neopentylamine(5813-64-9)

Safety Data

• Hazard Codes: Xn
• Statements: 11-20/22-35-22
• Safety Statements: 3-16-23-26-36/37/39
• RIDADR: 1106
• HazardClass: 3/8
• PackingGroup: II
• Hazardous Substances Data: 5813-64-9(Hazardous Substances Data)

Usage

General Description

Neopentylamine is a chemical compound with the formula (CH3)3CCH2NH2. It is a colorless liquid that is highly soluble in water and has a strong odor. Neopentylamine is used as a building block in the production of various industrial chemicals, including pharmaceuticals, agrochemicals, and specialty polymers. It is also used as a corrosion inhibitor, a gas sweetening agent, and an intermediate in the manufacturing of dyes and pigments. Neopentylamine is considered to be moderately toxic and should be handled with care, as it can cause irritation to the skin, eyes, and respiratory system. It is important to follow proper safety precautions and use personal protective equipment when working with neopentylamine.

InChI:InChI=1/C5H13N/c1-5(2,3)4-6/h4,6H2,1-3H3

Synthetic route

Trimethylacetic acid (75-98-9) → 2,2-dimethylpropylamine (5813-64-9) + 2,2-dimethylpropionamide (754-10-9)

Conditions	Yield
Stage #1: Trimethylacetic acid With cyclopentyl methyl ether; ammonia at 200℃; under 4500.45 Torr; Sealed tube; Green chemistry; Stage #2: With cyclopentyl methyl ether; ammonia; hydrogen at 200℃; under 42004.2 Torr; for 6.5h; Cooling with ice; Green chemistry;	A 74% B 26%

tert-butyl isocyanide (630-18-2) → 2,2-dimethylpropylamine (5813-64-9)

Conditions	Yield
With ethanol; sodium
With ethanol; sodium; toluene
With lithium aluminium tetrahydride; diethyl ether

2,2-dimethylpropionaldehyde oxime (637-91-2) → 2,2-dimethylpropylamine (5813-64-9)

Conditions	Yield
With nickel; ethylene glycol at 105℃; Hydrogenation;
With hydrogen In tetrahydrofuran at 140℃; under 30003 Torr; for 2.25h;

N,N'-bis(2,2-dimethylpropylidene)-2,2-dimethyl-1,1-propanediamine (104410-32-4) → 2,2-dimethylpropylamine (5813-64-9) + di(neo-pentyl)amine (77954-69-9)

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;

2,2-dimethylpropionamide (754-10-9) → 2,2-dimethylpropylamine (5813-64-9) + 2,2-dimethyl-propanol-1 (75-84-3)

Conditions	Yield
With ethanol; sodium
With sec.octyl alcohol; sodium
With dodecacarbonyl-triangulo-triruthenium; hydrogen; molybdenum hexacarbonyl In 1,2-dimethoxyethane at 160℃; under 75007.5 Torr; for 16h; Inert atmosphere;

tert-butylisonitrile (119072-55-8, 7188-38-7) → N-methyl-tert-butylamine (14610-37-8) + 2,2-dimethylpropylamine (5813-64-9)

Conditions	Yield
With nickel at 170 - 180℃; Hydrogenation;

pivalaldehyde (630-19-3) → 2,2-dimethylpropylamine (5813-64-9)

Conditions	Yield
With ammonium amalgam
Multi-step reaction with 2 steps 1: NH3 2: nickel kieselguhr; methylcyclohexane / 100 - 125 °C / 73550.8 - 110326 Torr / Hydrogenation View Scheme
Multi-step reaction with 2 steps 1: ZnCl2 2: LiAlH4 / diethyl ether View Scheme

1-neopentylurea (53286-11-6) → 2,2-dimethylpropylamine (5813-64-9)

Conditions	Yield
(hydrolysis);

α-Trimethyl-siloxy-neopentylazid (17108-23-5) → 2,2-dimethylpropylamine (5813-64-9)

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether

2,2-dimethyl-propanol-1 (75-84-3) → 2,2-dimethylpropylamine (5813-64-9)

Conditions	Yield
With ammonia; hydrogen; iron at 230 - 250℃; under 22501.8 - 37503 Torr;	35 % Chromat.
Multi-step reaction with 2 steps 1: Na2Cr2O7; H2SO4 2: ammonium amalgam View Scheme
With dodecacarbonyl-triangulo-triruthenium; 4,5-bis((diisopropylphosphanyl)methyl)acridine; ammonia In tert-Amyl alcohol at 150℃; for 21h; Temperature; Inert atmosphere; Schlenk technique; Autoclave;

pivalaldehyde (630-19-3) + ammonium amalgam → 2,2-dimethylpropylamine (5813-64-9) + 2,2-dimethyl-propanol-1 (75-84-3) + Trimethylacetic acid (75-98-9)

tert-butyl isocyanide (630-18-2) + ethanol (64-17-5) + toluene (108-88-3) + sodium → Isobutane (75-28-5) + 2,2-dimethylpropylamine (5813-64-9) + sodium cyanide (143-33-9)

2,2-dimethylpropionaldehyde oxime (637-91-2) + ethylene glycol (107-21-1) + Raney nickel → 2,2-dimethylpropylamine (5813-64-9)

Conditions	Yield
at 105℃; Hydrogenation;

tert-butyl-acetic acid amide → 2,2-dimethylpropylamine (5813-64-9)

Conditions	Yield
With sodium hypobromide; water

tert-butylisonitrile (119072-55-8, 7188-38-7) + nickel → N-methyl-tert-butylamine (14610-37-8) + 2,2-dimethylpropylamine (5813-64-9)

Conditions	Yield
at 170 - 180℃; Hydrogenation;

diethyl ether (60-29-7) + N,N'-bis(2,2-dimethylpropylidene)-2,2-dimethyl-1,1-propanediamine (104410-32-4) + nickel → 2,2-dimethylpropylamine (5813-64-9) + di(neo-pentyl)amine (77954-69-9)

Conditions	Yield
at 100 - 125℃; under 73550.8 - 110326 Torr; Hydrogenation;

N,N'-bis(2,2-dimethylpropylidene)-2,2-dimethyl-1,1-propanediamine (104410-32-4) + ethanol (64-17-5) + nickel → 2,2-dimethylpropylamine (5813-64-9) + di(neo-pentyl)amine (77954-69-9)

Conditions	Yield
at 100 - 125℃; under 73550.8 - 110326 Torr; Hydrogenation;

N,N'-bis(2,2-dimethylpropylidene)-2,2-dimethyl-1,1-propanediamine (104410-32-4) + methyl cyclohexane (82166-21-0) + nickel → 2,2-dimethylpropylamine (5813-64-9) + di(neo-pentyl)amine (77954-69-9)

Conditions	Yield
at 100 - 125℃; under 73550.8 - 110326 Torr; Hydrogenation;

2,2-dimethylpropionamide (754-10-9) → tert-butyl isocyanide (630-18-2) + 2,2-dimethylpropylamine (5813-64-9)

Conditions	Yield
With sodium tetrahydroborate In diethylene glycol dimethyl ether at 162℃; for 2h; Title compound not separated from byproducts.;	A 55 % Chromat. B 44 % Chromat.

pivaloyl chloride (3282-30-2) → 2,2-dimethylpropylamine (5813-64-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: water; ammonia 2: sodium; sec.octyl alcohol View Scheme

tert-butyl isocyanide (630-18-2) + (C5(CH3)5)2ScNHCH2C(CH3)3 (99707-12-7) → (C5(CH3)5)2ScNC(NHCH2C(CH3)3)C(CH3)3 (99707-13-8) + 2,2-dimethylpropylamine (5813-64-9)

Conditions	Yield
With hydrogen In benzene-d6 High Pressure; NMR tube charged with (C5Me5)2ScNHCH2CMe3 and C6D6, cooled to 77 K, t-BuCN condensed in, 700 torr of H2 introduced, sealed, reacted at 25°C and 4 atm of H2 for 17 h, heated to 80°C for further 24 h; not isolated; detected by NMR;

tert-butyl isocyanide (630-18-2) → N-(2,2-dimethylpropylidene)-2,2-dimethylpropylamine + 2,2-dimethylpropylamine (5813-64-9) + 2,2-dimethylpropan-1-imine (73311-43-0, 120491-25-0)

Conditions	Yield
With Os(hydride)6(triisopropylphosphine)2; hydrogen In (2)H8-toluene at 100℃; under 3000.3 Torr; for 24h;	A 65 %Spectr. B 15 %Spectr. C 20 %Spectr.

2,2-dimethylpropylamine (5813-64-9) + pyridin-4-yl isothiocyanate (76105-84-5) → N-neo-pentyl-N'-4-pyridylthiourea (60572-60-3)

Conditions	Yield
In diethyl ether at 0℃;	100%

2,2-dimethylpropylamine (5813-64-9) + N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → tert-butyl 4-[(2,2-dimethylpropyl)amino]piperidine-1-carboxylate (710976-87-7)

Conditions	Yield
With hydrogen; palladium 10% on activated carbon In ethanol under 3102.97 Torr; for 3h;	100%
Stage #1: 2.2-dimethylpropylamine; N-tert-butyloxycarbonylpiperidin-4-one With triethylamine; zinc(II) chloride In methanol at 65℃; for 6h; Stage #2: With sodium cyanoborohydride In methanol at 0 - 25℃; for 17h;	88%
With sodium tetrahydroborate In methanol at 0 - 20℃; for 42h;

2,2-dimethylpropylamine (5813-64-9) + (C5H5)Mo(NO)(CDC(CH3)3)(C5H5N) → (C5H5)Mo(NO)(CHDC(CH3)3)(NHC(CH3)3)

Conditions	Yield
In benzene-d6 byproducts: pyridine; air and H2O free atmosphere, NMR tube; 45°C (1 h); evapn. (vac.); detd. by (1)H NMR spectroscopy;	100%

(C5H5)Mo(NO)(CHC(CH3)3)(C5H5N) + 2,2-dimethylpropylamine (5813-64-9) → (C5H5)Mo(NO)(CH2C(CH3)3)(NHC(CH3)3)

Conditions	Yield
In benzene-d6 air and H2O free atmosphere, NMR tube; room temp. (24 h); evapn. (vac.); detd. by (1)H NMR spectroscopy;	100%

2,2-dimethylpropylamine (5813-64-9) + 4-bromo-isophthalic acid (6939-93-1) → 2-bromo-5-{[(2,2-dimethylpropyl)amino]carbonyl}benzoic acid

Conditions	Yield
Stage #1: 4-bromo-isophthalic acid With triethylamine In dichloromethane for 0.5h; Stage #2: With 1,1'-carbonyldiimidazole In dichloromethane for 1.08333h; Stage #3: 2.2-dimethylpropylamine In dichloromethane for 2.5h;	100%

2,2-dimethylpropylamine (5813-64-9) + 3-bromonaphthalic-1,8-anhydride (24050-49-5) → 5-bromo-2-neopentyl-1H-benzo[de]isoquinoline-1,3(2H)-dione (1370793-37-5)

Conditions	Yield
In 1,4-dioxane at 100℃; for 4h;	100%

2,2-dimethylpropylamine (5813-64-9) + ethyl 5-(2-(tert-butyl)-6-(((trifluoromethyl)sulfonyl)oxy)pyridin-4-yl)-1-(cyclohexylmethyl)-2-methyl-1H-pyrrole-3-carboxylate (1442431-83-5) → ethyl 5-(2-(tert-butyl)-6-(neopentylamino)pyridin-4-yl)-1-(cyclohexylmethyl)-2-methyl-1H-pyrrole-3-carboxylate (1442431-84-6)

Conditions	Yield
With palladium diacetate; sodium t-butanolate; DavePhos In toluene at 110℃; for 2h; Inert atmosphere;	100%

2,2-dimethylpropylamine (5813-64-9) + [(η5-C5Me4CH2CH2NZrNMe2)3] → [(η5-C5Me4CH2CH2NZr)2(η5-C5Me4CH2CH2NZrNMe2)(μ-NPen-neo)]

Conditions	Yield
In toluene at 20℃; for 0.166667h; Glovebox; Inert atmosphere;	100%

2,2-dimethylpropylamine (5813-64-9) + 2-acetyldimedone (1755-15-3) → 5,5-dimethyl-2-[1-(neopentylamino)ethylidene]-1,3-cyclohexanedione

Conditions	Yield
In chloroform at 50℃; for 1h; Inert atmosphere;	100%

sarcosine-N-carboxyanhydride (5840-76-6) + 2,2-dimethylpropylamine (5813-64-9) + tyrosine (556-02-5) + D-phenylalanine N-carboxyanhydride (37498-95-6) → Sar175-b-p-[D-Phe10-co-L-Tyr30]

Conditions	Yield
Stage #1: sarcosine-N-carboxyanhydride; 2.2-dimethylpropylamine In N,N-dimethyl-formamide for 20h; Darkness; Stage #2: tyrosine; D-phenylalanine N-carboxyanhydride In N,N-dimethyl-formamide at 25℃; for 24h;	99.3%

1-[5-(2-tert-butyl-5-methoxy-pyridin-4-ylcarbamoyl)-2-methyl-phenyl]-1H-[1,2,3]triazole-4-carboxylic acid + 2,2-dimethylpropylamine (5813-64-9) → C26H34N6O3

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In DMF (N,N-dimethyl-formamide) at 20℃; for 18h;	99%

3-(6-chloro-pyrimidin-4-ylamino)-4,N-dimethyl-benzamide (482344-60-5) + 2,2-dimethylpropylamine (5813-64-9) → 3-[6-(2,2-Dimethyl-propylamino)-pyrimidin-4-ylamino]-4,N-dimethyl-benzamide (482344-61-6)

Conditions	Yield
In dimethyl sulfoxide	99%

2-Amino-4,6-dichloropyrimidine (56-05-3) + 2,2-dimethylpropylamine (5813-64-9) → 6-chloro-4-N-(2,2-dimethylpropyl)pyrimidine-2,4-diamine

Conditions	Yield
With triethylamine In butan-1-ol at 110℃; for 12h; Inert atmosphere;	99%
With N-ethyl-N,N-diisopropylamine In butan-1-ol at 95℃;

2,2-dimethylpropylamine (5813-64-9) + 2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester (30925-18-9) → (S)-benzyl 2-(tert-butoxycarbonylamino)-4-(neopentylamino)-4-oxobutanoate

Conditions	Yield
Stage #1: 2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.5h; Stage #2: 2.2-dimethylpropylamine With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 3h;	99%
With 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In dichloromethane at 25℃; for 24h;

2,2-dimethylpropylamine (5813-64-9) + 2,4-dichloropyrimidine-6-carboxylic acid chloride (26830-94-4) → 2,6-dichloro-N-neopentylpyrimidine-4-carboxamide

Conditions	Yield
With triethylamine In dichloromethane at -78 - 0℃;	99%

2,4-dichloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (950661-87-7) + 2,2-dimethylpropylamine (5813-64-9) → C18H28ClN5OSi

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In ethanol at 80℃; for 12h;	98.4%

2-Chloro-3-nitropyridine (5470-18-8) + 2,2-dimethylpropylamine (5813-64-9) → N-neopentyl-3-nitropyridin-2-amine (1022146-57-1)

Conditions	Yield
With sodium carbonate In ethanol at 20℃; Inert atmosphere;	98.1%
With sodium carbonate In N,N-dimethyl-formamide at 90℃;

2,2-dimethylpropylamine (5813-64-9) + propyl N-cyano-3-pyridinecarboximidate (143966-30-7) → N-cyano-N'-(2,2-dimethylpropyl)-3-pyridinecarboxamidine

Conditions	Yield
In methanol Ambient temperature;	98%

2,2-dimethylpropylamine (5813-64-9) + methyl (2S,5S)-{5-methoxycarbonylmethyl-3,6-dioxo-1,4-bis[(phenylmethylcarbamoyl)methyl]piperazin-2-yl}acetate (193287-74-0) → 2-{(2S,5S)-1,4-Bis-(benzylcarbamoyl-methyl)-5-[(2,2-dimethyl-propylcarbamoyl)-methyl]-3,6-dioxo-piperazin-2-yl}-N-(2,2-dimethyl-propyl)-acetamide

Conditions	Yield
Stage #1: methyl (2S,5S)-{5-methoxycarbonylmethyl-3,6-dioxo-1,4-bis[(phenylmethylcarbamoyl)methyl]piperazin-2-yl}acetate With sodium hydroxide In methanol Hydrolysis; Stage #2: With 2,6-dimethylpyridine; isobutyl chloroformate In N,N-dimethyl-formamide at -15℃; Acylation; Stage #3: 2.2-dimethylpropylamine In N,N-dimethyl-formamide at -15 - 20℃; Acylation;	98%
Stage #1: methyl (2S,5S)-{5-methoxycarbonylmethyl-3,6-dioxo-1,4-bis[(phenylmethylcarbamoyl)methyl]piperazin-2-yl}acetate With sodium hydroxide In methanol Hydrolysis; Stage #2: With 2,6-dimethylpyridine; isobutyl chloroformate In N,N-dimethyl-formamide at -15℃; Acylation; Stage #3: 2.2-dimethylpropylamine In N,N-dimethyl-formamide at -15 - 20℃; Acylation; Further stages.;	98%

methyl 2-bromo-1-methyl-1H-1,3-benzodiazole-5-carboxylate (942289-64-7) + 2,2-dimethylpropylamine (5813-64-9) → methyl 2-[(2,2-dimethylpropyl)amino]-1-methyl-1H-benzimidazole-5-carboxylate (942289-67-0)

Conditions	Yield
With cesium fluoride In dimethyl sulfoxide at 115℃; for 7h; Microwave irradiation;	98%

ethyl 6-chloro-7-fluoro-2-(trifluoromethyl)-2H-1-benzopyran-3-carboxylate (264879-17-6) + 2,2-dimethylpropylamine (5813-64-9) → ethyl 6-chloro-7-(neopentylamino)-2-(trifluoromethyl)-2H-chromene-3-carboxylate

Conditions	Yield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 90℃; for 24h;	98%

ethyl 7-fluoro-2-(trifluoromethyl)-2H-chromene-3-carboxylate (775336-30-6) + 2,2-dimethylpropylamine (5813-64-9) → ethyl 7-(neopentylamino)-2-(trifluoromethyl)-2H-chromene-3-carboxylate

Conditions	Yield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 90℃; for 24h;	98%

2,2-dimethylpropylamine (5813-64-9) + 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran (96042-30-7) + acetyl chloride (75-36-5) → N-neopentyl-acetamide (15501-39-0) + (2,2-Dimethyl-propyl)-ethyl-amine (17839-28-0)

Conditions	Yield
With triethylamine	A n/a B 98%
With triethylamine	A n/a B 98%

pyridine-2-carbaldehyde (1121-60-4) + 2,2-dimethylpropylamine (5813-64-9) → NC5H4-2-C(H)=N(neo-Pent) (121532-32-9)

Conditions	Yield
With magnesium sulfate In dichloromethane for 2h; Glovebox;	98%

2,6-bis-(bromomethyl)pyridine (7703-74-4) + 2,2-dimethylpropylamine (5813-64-9) → 2,6-bis[(neo-pentylamino)methyl]pyridine

Conditions	Yield
at 20℃; for 17h; Inert atmosphere; Schlenk technique; Glovebox;	98%

sarcosine-N-carboxyanhydride (5840-76-6) + 2,2-dimethylpropylamine (5813-64-9) + tyrosine (556-02-5) + D-phenylalanine N-carboxyanhydride (37498-95-6) → Sar175-b-p-[D-Phe15-co-L-Tyr25]

Conditions	Yield
Stage #1: sarcosine-N-carboxyanhydride; 2.2-dimethylpropylamine In N,N-dimethyl-formamide for 20h; Darkness; Stage #2: tyrosine; D-phenylalanine N-carboxyanhydride In N,N-dimethyl-formamide at 25℃; for 24h;	97.7%

2,2-dimethylpropylamine (5813-64-9) + N-tert-butoxycarbonyl aspartic acid tert-butyl ester (34582-32-6) → Boc-neopentyl-Asn-O-tBu (890660-33-0)

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃;	97%
Stage #1: N-tert-butoxycarbonyl aspartic acid tert-butyl ester With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide for 0.25h; Stage #2: 2.2-dimethylpropylamine In N,N-dimethyl-formamide for 4h;	90%
With 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In DMF (N,N-dimethyl-formamide) at 20℃; for 4h;	81%

oxirane (75-21-8) + 2,2-dimethylpropylamine (5813-64-9) → 2-[(2,2-dimethylpropyl)amino]ethanol (7403-68-1)

Conditions	Yield
In methanol at -30 - 20℃; for 16h;	97%

2,2-dimethylpropylamine (5813-64-9) + N-(5,5-diethoxy-1,1,1-trifluoropent-3-yn-2-ylidene)-1,1,1-triphenylmethanamine → 2-(tert-butyl)-6-(diethoxymethyl)-3-fluoro-N-tritylpyridin-4-amine (1613459-66-7)

Conditions	Yield
Stage #1: 2.2-dimethylpropylamine; N-(5,5-diethoxy-1,1,1-trifluoropent-3-yn-2-ylidene)-1,1,1-triphenylmethanamine In dimethyl sulfoxide at 20 - 30℃; for 0.5h; Stage #2: With caesium carbonate In dimethyl sulfoxide at 100℃; for 16h;	97%

2,2-dimethylpropylamine (5813-64-9) + HU-331 (137252-25-6) → (1'R,6'R)- 3-(neopentylamino)-6-hydroxy-3'-methyl-4-pentyl-6'-(prop-1-en-2-yl)-[1,1'-bi(cyclohexane)]-2',3,6-triene-2,5-dione

Conditions	Yield
With air In ethanol at 20℃; for 20h;	97%

Upstream product

• 104410-32-4 N,N'-bis(2,2-dimethylpropylidene)-2,2-dimethyl-1,1-propanediamine 
• 754-10-9 2,2-dimethylpropionamide 
• 630-19-3 pivalaldehyde 
• 630-18-2 tert-butyl isocyanide 
• 64-17-5 ethanol 
• 108-88-3 toluene 
• 99707-12-7 (C₅(CH₃)5)2ScNHCH₂C(CH₃)3 
• 75-98-9 Trimethylacetic acid 
• 3282-30-2 pivaloyl chloride 
• 82166-21-0 methyl cyclohexane 
• 60-29-7 diethyl ether 
• 119072-55-8 tert-butylisonitrile 
• 637-91-2 2,2-dimethylpropionaldehyde oxime 
• 107-21-1 ethylene glycol 

Downstream Products

• 88303-23-5 N-(2,2-dimethylpropyl)-4-methylbenzenesulphonamide 
• 630-19-3 pivalaldehyde 
• 75476-65-2 N-(2,2-Dimethyl-propyl)-phthalamic acid 
• 143769-62-4 2-Phenyl-ethanesulfonic acid (2,2-dimethyl-propyl)-amide 
• 78956-24-8 1-Neopentylamino-3-(4-nitrophenylimino)-1,2-diphenyl-1-propen 
• 105364-29-2 N-(2,2-Dimethyl-propyl)-N'-phenyl-formamidine 
• 132699-67-3 1,3,5-Tris<(2,2-dimethyl)propylamino>-2,4,6-trinitrobenzene 
• 81128-05-4 1-neopentyl-2,4,6-triphenylpyridin-1-ium tetrafluoroborate 
• 127316-77-2 3-neopentyl-1-p-tolyltriazene 
• 128632-84-8 {(3R,6S,15S)-3-Benzyl-15-[(R)-1-(2,2-dimethyl-propylcarbamoyl)-2-(1H-indol-3-yl)-ethylcarbamoyl]-2,5,9-trioxo-1,4,10-triaza-cyclopentadec-6-yl}-carbamic acid benzyl ester 
• 87445-01-0 1-(2,2-dimethyl-propyl)-2,4-diphenyl-5,6-dihydro-benzo[h]quinolinium; iodide 
• 87444-95-9 1-(2,2-dimethyl-propyl)-2,4-diphenyl-5,6-dihydro-benzo[h]quinolinium; bromide 
• 87444-94-8 1-neopentyl-2,4-diphenyl-5,6-dihydrobenzoquinolinium chloride 
• 87444-97-1 1-neopentyl-2,4-diphenyl-5,6-dihydrobenzoquinolinium trifluoroacetate 

Relevant articles and documents

One-pot reductive amination of carboxylic acids: a sustainable method for primary amine synthesis

The reductive amination of carboxylic acids is a very green, efficient and sustainable method for the production of (bio-based) amines. However, with current technology, this reaction requires two to three reaction steps. Here, we report the first (heterogeneous) catalytic system for the one-pot reductive amination of carboxylic acids to amines, with solely H2 and NH3 as the reactants. This reaction can be performed with relatively cheap ruthenium-tungsten bimetallic catalysts in the green and benign solvent cyclopentyl methyl ether (CPME). Selectivities of up to 99% for the primary amine could be achieved at high conversions. Additionally, the catalyst is recyclable and tolerant for common impurities such as water and cations (e.g. sodium carboxylate).

Half-sandwiched ruthenium complex containing carborane schiff base ligand and preparation and application thereof

The invention relates to a half-sandwiched ruthenium complex containing a carborane schiff base ligand and a preparation and an application thereof. The preparation method specifically comprises the following steps; i) dissolving o-carborane formaldehyde and aromatic amine in an organic solvent, carrying out reaction at 60-100 DEG C for 8-12h, cooling to room temperature after the reaction; ii) adding n-butyllithium, carrying out reaction at room temperature for 1.5-2.5h; ii) adding phellandrene ruthenium chloride dimer, carrying out reaction at room temperature for 3-6h, and obtaining the half-sandwiched ruthenium complex through separation. The half-sandwiched ruthenium complex is applied to catalyze transfer hydrogenation reaction of nitrile compounds. Compared with the prior art, the complex of the present invention is not sensitive to air and water, has stable properties, and shows high-efficiency catalytic activity in catalyzing the transfer hydrogenation reaction of nitrile compounds. The preparation method of the complex is simple and green, high in yield, mild in reaction conditions and good in universality.

Palladium-Catalyzed β-Mesylation of Simple Amide via Primary sp3 C-H Activation

A β-mesylation of primary sp3 C-H bonds from simple amides with methanesulfonic anhydride (Ms2O) has been established successfully at 80 °C in a Pd(OAc)2 (catalyst)/K2S2O8 (oxidant)/CF3CH2OH (solvent) system. These amide substrates involve N-monosubstituted linear, branch, or cyclic alkanes, and electron-deficient benzyl compounds. The β-mesylated amide products can be converted easily to β-fluoroamides or β-lactams through inter- or intramolecular SN2 processes.