1436-59-5

Basic information

• Product Name: cis-1,2-Diaminocyclohexane
• Synonyms: (R)(S)-1,2-Diaminocyclohexane;1,2-Cyclohexanediamine, cis-;cis-1,2-Cyclohexandiamine;meso-1,2-Cyclohexanediamine;CIS-1,2-DIAMINOCYCLOHEXANE;CIS-1,2-CYCLOHEXANEDIAMINE;(1R,2S)-1,2-Cyclohexanediamine;(±)-cis-1,2-Diaminocyclohexane,97%
• CAS NO: 1436-59-5
• Molecular Formula: C₆H₁₄N₂
• Molecular Weight: 114.19
• EINECS: 205-754-6
• Mol File: 1436-59-5.mol
• Article Data: 13

Chemical Properties

• Melting Point: 8°C
• Boiling Point: 92-93 °C18 mm Hg(lit.)
• Flash Point: 161 °F
• Appearance: Brown/Low Melting Solid
• Density: 0.952 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.4 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.493(lit.)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 9.93(at 20℃)
• Water Solubility: Completely miscible in water
• CAS DataBase Reference: cis-1,2-Diaminocyclohexane(CAS DataBase Reference)
• NIST Chemistry Reference: cis-1,2-Diaminocyclohexane(1436-59-5)
• EPA Substance Registry System: cis-1,2-Diaminocyclohexane(1436-59-5)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2735 8/PG 2
• WGK Germany: 3
• F: 10-34
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 1436-59-5(Hazardous Substances Data)

Usage

Description

cis-1, 2-Diaminocyclohexane is a cyclohexane derivative. It can be used for the synthesis of platinum complexes with high antitumor activity. It can also be used for the preparation of multidentate ligands for uranyl and transition metal complexation. Moreover, it can also be used as the base for the manufacturing of titanium salalen catalyst. Its derivative also has the potential to be manufactured into a potent factor Xa inhibitor.

References

Khokhar, Abdul R., et al. "Chemical and Biological Studies on a Series of Novel (trans-(1R,2R)-, trans-(1S,2S)-, and cis-1,2-Diaminocyclohexane)platinum(IV) Carboxylate Complexes." Journal of Medicinal Chemistry 40.1(1997):112. Mauldin, S. K., et al. "High-performance liquid chromatographic separation of platinum complexes containing the cis-1,2-diaminocyclohexane carrier ligand. " Analytical Biochemistry157.1 (1986):129-43. Berkessel, A, et al. "Titanium salalen catalysts based on cis-1,2-diaminocyclohexane: enantioselective epoxidation of terminal non-conjugated olefins with H2O2. " Angewandte Chemie 52.32(2013):8467-71. Yoshikawa, K, et al. "Design, synthesis, and SAR of cis-1,2-diaminocyclohexane derivatives as potent factor Xa inhibitors. Part I: exploration of 5-6 fused rings as alternative S1 moieties. " Bioorganic & Medicinal Chemistry 17.24(2009):8221. http://www.sigmaaldrich.com/catalog/product/aldrich/307467?lang=en®ion=US

Chemical Properties

Clear colorless liquid

Uses

cis-1,2-Diaminocyclohexane was used in the synthesis of platinum complexes that have high antitumor activity.It was also used in the synthesis of multidentate ligands for uranyl and transition metal complexation.

General Description

cis-1,2-Diaminocyclohexane perturbed the spectrum of free pyrroloquinoline quinone (PQQ), a covalently linked form of which is the carbonyl cofactor of lysyl oxidase and also induced similar changes in the spectrum of lysyl oxidase.

Purification Methods

Dry the diamine over solid KOH and distil it in a vacuum. It is a strong base, keep away from CO2, store in the dark under N2. [Beilstein 13 IV 1.]

InChI:InChI=1/C6H14N2/c7-5-3-1-2-4-6(5)8/h5-6H,1-4,7-8H2/t5-,6+

Synthetic route

cis-cyclohexane-1,2-diammonium sulfate (65433-80-9) → cis-cyclohexane-1,2-diamine (1436-59-5)

Conditions	Yield
With sodium hydroxide In water for 1.16667h;	67%

trans-1,2-cyclohexandiol (1460-57-7) → 1,2,3,4,6,7,8,9-octahydrophenazine (4006-50-2) + 2-aminocyclohexanol (6850-38-0) + cis-cyclohexane-1,2-diamine (1436-59-5)

Conditions	Yield
With dodecacarbonyl-triangulo-triruthenium; 4,5-bis((diisopropylphosphanyl)methyl)acridine; ammonia In tert-Amyl alcohol at 170℃; for 21h; Temperature; Inert atmosphere; Schlenk technique; Autoclave;	A 44.8% B n/a C 45.9%

1,2-diaminocyclohexane (694-83-7) → cis-cyclohexane-1,2-diamine (1436-59-5)

Conditions	Yield
With DL-tartaric acid In ethanol at 20℃; Reflux; Large scale;	19.2%

(1R,2S)-cyclohexane-1,2-dicarboxylic acid (610-09-3) → cis-cyclohexane-1,2-diamine (1436-59-5)

Conditions	Yield
With chloroform; tris-(2-chloro-ethyl)-amine at 40℃; Erhitzen des Reaktionsprodukts mit methanol.KOH bis auf 130grad;
With sodium azide; chloroform; sulfuric acid at 40℃; Erhitzen des Reaktionsprodukts mit methanol.KOH bis auf 130grad;

cis-cyclohexane-1,2-dicarboxylic acid dihydrazide (18886-70-9) → cis-cyclohexane-1,2-diamine (1436-59-5)

Conditions	Yield
With hydrogenchloride; sodium nitrite Erhitzen des Reaktionsprodukts mit methanol.KOH bis auf 130grad;

1,3-cyclohexanedionedioxime (2802-07-5) → cis-cyclohexane-1,2-diamine (1436-59-5) + trans-cyclohexane-1,3-diamine (3385-21-5, 26772-34-9, 26883-70-5, 115092-57-4)

Conditions	Yield
With acetic acid; platinum Hydrogenation;

diethyl (1RS,2SR)-cyclohexane-1,2-diylbiscarbamate (75730-13-1, 86694-16-8, 116836-89-6) → cis-cyclohexane-1,2-diamine (1436-59-5)

Conditions	Yield
With hydrogenchloride at 120℃;

(3aRS,7aSR)-octahydro-2H-benzimidazol-2-one (875923-28-7) → cis-cyclohexane-1,2-diamine (1436-59-5)

Conditions	Yield
With sulfuric acid at 105℃;

(1R,2S)-1,2-diazidocyclohexane (10027-79-9) → cis-cyclohexane-1,2-diamine (1436-59-5)

Conditions	Yield
With hydrogen; platinum(IV) oxide In ethanol

(3aR,7aS)-2-Ethoxy-3a,4,5,6,7,7a-hexahydro-1H-benzoimidazole (85782-28-1, 95647-96-4) → cis-cyclohexane-1,2-diamine (1436-59-5)

Conditions	Yield
With barium dihydroxide at 120℃; for 18h; Yield given;

(1R,6S)-7-Aza-bicyclo[4.1.0]heptane-7-carboximidic acid ethyl ester (85782-31-6) → cis-cyclohexane-1,2-diamine (1436-59-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / NaI / dimethylformamide / 48 h 2: Ba(OH)2 / 18 h / 120 °C View Scheme

cyclohexene (110-83-8) + palladium black → cis-cyclohexane-1,2-diamine (1436-59-5)

Conditions	Yield
Multi-step reaction with 3 steps 1: 1.) N-bromosuccinimide, 2.) HCl, 3.) NaOH 2: 90 percent / NaI / dimethylformamide / 48 h 3: Ba(OH)2 / 18 h / 120 °C View Scheme

2-Chlorocyclohexanone (822-87-7) → cis-cyclohexane-1,2-diamine (1436-59-5)

Conditions	Yield
Multi-step reaction with 3 steps 1: 3,6,9-trioxaundecane 2: ethanol; nickel / 135 - 145 °C / 88260.9 - 91938.4 Torr / Hydrogenation 3: sulfuric acid / 105 °C View Scheme

trans-2-azido-1-cyclohexanol → cis-cyclohexane-1,2-diamine (1436-59-5)

Conditions	Yield
Multi-step reaction with 3 steps 1: Py / 0 - 5 °C 2: NaN3 / dimethylformamide; H2O 3: H2 / PtO2 / ethanol View Scheme

2-iodo-1-cyclohexanol (10039-14-2, 28141-32-4, 105230-11-3, 116051-21-9, 122673-84-1, 122673-91-0) → cis-cyclohexane-1,2-diamine (1436-59-5)

Conditions	Yield
Multi-step reaction with 4 steps 1: NaN3 / ethanol / 24 h / Heating 2: Py / 0 - 5 °C 3: NaN3 / dimethylformamide; H2O 4: H2 / PtO2 / ethanol View Scheme

cyclohexane-1,2-epoxide (286-20-4) → cis-cyclohexane-1,2-diamine (1436-59-5)

Conditions	Yield
Multi-step reaction with 4 steps 1: NaN3, NH4Cl / aq. ethanol / 24 h / Heating 2: Py / 0 - 5 °C 3: NaN3 / dimethylformamide; H2O 4: H2 / PtO2 / ethanol View Scheme
Multi-step reaction with 5 steps 1: aq. HI / 0 °C 2: NaN3 / ethanol / 24 h / Heating 3: Py / 0 - 5 °C 4: NaN3 / dimethylformamide; H2O 5: H2 / PtO2 / ethanol View Scheme

trans-2-Azido-cyclohexyl-methan-sulfonat → cis-cyclohexane-1,2-diamine (1436-59-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: NaN3 / dimethylformamide; H2O 2: H2 / PtO2 / ethanol View Scheme

1,2-diaminocyclohexane (694-83-7) → (1R,2R)-1,2-diaminocyclohexane (20439-47-8) + cis-cyclohexane-1,2-diamine (1436-59-5) + (S,S)-1,2-diaminocyclohexane (21436-03-3)

Conditions	Yield
separation by salt formation with (+)-L-tartaric acid;	A 2.0 g B n/a C 0.9 g

(2S,4S)-xylaric acid (488-31-3, 608-54-8, 608-55-9, 6703-05-5, 10158-64-2, 20869-04-9, 33012-62-3) + 1,2-diaminocyclohexane (694-83-7) → (1S,2S)-cyclohexane-1,2-diamine (2S,4S)-xylaric acid salt + cis-cyclohexane-1,2-diamine (1436-59-5)

Conditions	Yield
In methanol at 80℃; for 3h;	A 177.3 g B n/a

2-aminocyclohexanol (6850-38-0) → (1R,2R)-1,2-diaminocyclohexane (20439-47-8) + cis-cyclohexane-1,2-diamine (1436-59-5)

Conditions	Yield
Stage #1: 2-aminocyclohexanol In ethanol for 1h; Stage #2: With ammonia; hydrogen In ethanol at 160℃; under 3000.3 - 11251.1 Torr; for 16h; Pressure; Reagent/catalyst; Solvent; Temperature; Overall yield = 98 %;

cis-cyclohexane-1,2-diamine (1436-59-5) + acetic anhydride (108-24-7) → cis-1,2-diacetamidocyclohexane (70924-77-5)

Conditions	Yield
In chloroform for 1h;	100%

cis-cyclohexane-1,2-diamine (1436-59-5) + N-methylmitomycin A (18209-14-8) → C22H29N5O4

Conditions	Yield
In methanol at 20℃;	100%

cis-cyclohexane-1,2-diamine (1436-59-5) + methyltrioxorhenium(VII) (70197-13-6) → methyltrioxorhenium(VII)/cis-1,2-diaminocyclohexane adduct

Conditions	Yield
In toluene equimolar organic ligand added to Re-compound in toluene at room temp.; filtrated; washed with n-hexane; elem. anal.;	100%

cis-cyclohexane-1,2-diamine (1436-59-5) + N-tert-butoxy(benzoylformylimidoyl bromide) → cis-3-phenyl-4a,5,6,7,8,8a-hexahydroquinoxalin-2(1H)-one O-(tert-butyl)oxime

Conditions	Yield
In toluene for 1h; Reflux;	98%

cis-cyclohexane-1,2-diamine (1436-59-5) + 7-chloro-5-(3-methylanilino)pyrido[3,4-d]pyridazin-4(3H)-one → 7-[(2-aminocyclohexyl)amino]-5-(3-methylanilino)pyrido[3,4-d]pyridazin-4(3H)-one

Conditions	Yield
In 1-methyl-pyrrolidin-2-one at 150 - 170℃; for 3.5h; Microwave irradiation;	98%

Pentafluoropyridine (700-16-3) + cis-cyclohexane-1,2-diamine (1436-59-5) → cis-N,N’’-bis(2,3,5,6-tetrafluoropyridin-4-yl)cyclohexane-1,2-diamine

Conditions	Yield
With triethylamine In tetrahydrofuran for 24h; Inert atmosphere; Reflux; regioselective reaction;	97%

cis-cyclohexane-1,2-diamine (1436-59-5) + 5-bromosalicyclaldehyde (1761-61-1) → N,N'-bis(5-bromosalicylaldehyde)cyclohexanediimine

Conditions	Yield
In ethanol at 75℃; for 14h; Inert atmosphere;	97%

cis-cyclohexane-1,2-diamine (1436-59-5) + p-toluenesulfonyl chloride (98-59-9) → cis-N,N'-bis-(p-toluenesulfonyl)-1,2-diaminocyclohexane (786712-01-4)

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 15h;	96%

bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] (12354-84-6, 12354-85-7) + cis-cyclohexane-1,2-diamine (1436-59-5) → [(η5-C5Me5)Ir(cis-1,2-diaminocyclohexane)Cl]Cl

Conditions	Yield
In dichloromethane for 0.5h;	96%

cis-cyclohexane-1,2-diamine (1436-59-5) + (E)-N-(tert-butyl)-2-oxo-2-phenylacetimidoyl cyanide → (cis)-N-(tert-butyl)-3-phenyl-4a,5,6,7,8,8a-hexahydroquinoxalin-2-amine

Conditions	Yield
In diethylamine at 25℃; for 5h;	96%

carbon suboxide (504-64-3) + cis-cyclohexane-1,2-diamine (1436-59-5) → 2,6-Diaza-cis-bicyclo<5.4.0>undecan-3,5-dione (135039-13-3)

Conditions	Yield
In chloroform for 1h; Ambient temperature;	95%

cis-cyclohexane-1,2-diamine (1436-59-5) + uranyl(VI) acetate dihydrate + 3,3'-<<1,1'-binaphthalene>-2,2'-diylbis(oxy-2,1-ethanediyloxy-2,1-ethanediyloxy)>bis<2-hydroxybenzaldehyde> (152523-69-8) → {cis-4,5,7,8,16a,17,18,19,20,20a,29,30,32,33-tetradecahydro-10,14:23,27-dimethenobenzo{Z}dinaphtho{2,1-h:1',2'-j}{1,4,7,12,15,18,25,28}hexaoxadiazacyclotetratriacontine-45,46-diolato(2-)-N(16),N(21),O(45),O(46)}dioxouranium * water

Conditions	Yield
With barium triflate In tetrahydrofuran refluxing (30 min); solvent evapn., dissoln. (CH2Cl2), washing (water, aq. Na2SO4), evapn., flash column chromy. (MeOH/CH2Cl2 3/97), pptn. (CH2Cl2/cyclohexane); elem. anal.;	95%

cis-cyclohexane-1,2-diamine (1436-59-5) → cis-1,2-dinitrocyclohexane (1363198-59-7)

Conditions	Yield
With water; fluorine In dichloromethane; acetonitrile at 20℃; for 0.5h; Inert atmosphere; Flow reactor;	95%

cis-cyclohexane-1,2-diamine (1436-59-5) + N,N'-bis(4-methylphenyl)ethanediimidoyl dichloride (7472-70-0) → cis-

Conditions	Yield
With triethylamine for 48h; Ambient temperature;	94%

3-(dimethylamino)benzaldehyde (619-22-7) + cis-cyclohexane-1,2-diamine (1436-59-5) → 2,2’-[cis-1,2-diaminocyclohexanediylbis(nitrilomethylidyne)]bis(5-dimethylamino)phenol

Conditions	Yield
In ethanol for 2h; Inert atmosphere; Reflux;	94%

1-adamantylisothiocyanate (4411-26-1) + cis-cyclohexane-1,2-diamine (1436-59-5) → N,N''-(1R,2S)-1,2-cyclohexanediylbis(N'-tricyclo[3.3.1.1(3,7)]dec-1-yl)thiourea + N,N'-bis(tricyclo[3.3.1.1(3,7)]dec-1-yl)thiourea (25348-94-1)

Conditions	Yield
In tetrahydrofuran for 18h; Reflux; Inert atmosphere;	A 93% B 4%

copper(II) perchlorate hexahydrate + cis-cyclohexane-1,2-diamine (1436-59-5) → [Cu(cis-1,2-diaminocyclohexane)2(ClO4)2]

Conditions	Yield
In methanol at 20℃; for 2h;	93%

3-Bromopropionic acid (590-92-1) + Cyclohexyl isocyanide (931-53-3) + phenylglyoxal hydrate (1074-12-0) + cis-cyclohexane-1,2-diamine (1436-59-5) → (3aR*,5aS*,9aR*)-N-cyclohexyl-1-oxo-4-phenyl -1,2,3,3a,5a,6,7,8,9,9a-decahydropyrrolo[1,2-a]quinoxaline-3a-carboxamide

Conditions	Yield
Stage #1: phenylglyoxal hydrate; cis-cyclohexane-1,2-diamine In methanol at 20℃; for 0.166667h; Ugi Condensation; Stage #2: 3-Bromopropionic acid; Cyclohexyl isocyanide In methanol for 24h; diastereoselective reaction;	93%

cis-cyclohexane-1,2-diamine (1436-59-5) + (S)-2,2'-dihydroxy-1,1'-binaphthyl-3-carbaldehyde → (-)-(S,S)-cis-diaminocyclohexane-BINOL-salen

Conditions	Yield
In ethanol at 20℃; for 24h;	92%

(-)-(S)-1,1'-binaphthalene-3-carboxyaldehyde + cis-cyclohexane-1,2-diamine (1436-59-5) → (-)-(S,S)-cis-diaminocyclohexane-BINOL-salen

Conditions	Yield
In ethanol Heating;	92%

cis-cyclohexane-1,2-diamine (1436-59-5) + 6-chloro-8-(3-methylanilino)-3,4-dihydro-2,7-naphthyridin-1(2H)-one → 6-[(2-aminocyclohexyl)amino]-8-(3-methylanilino)-3,4-dihydro-2,7-naphthyridin-1(2H)-one

Conditions	Yield
In 1-methyl-pyrrolidin-2-one at 150 - 170℃; for 3.5h; Microwave irradiation;	92%

4-isothiocyanato-1,2-dimethoxybenzene (33904-04-0) + cis-cyclohexane-1,2-diamine (1436-59-5) → C15H23N3O2S

Conditions	Yield
In dichloromethane at 20℃; for 24h;	91%

zinc perchlorate + cis-cyclohexane-1,2-diamine (1436-59-5) → [Zn(cis-1,2-diaminocyclohexane)2(ClO4)2]

Conditions	Yield
In methanol at 20℃; for 2h;	91%

undec-10-enoyl chloride (38460-95-6) + cis-cyclohexane-1,2-diamine (1436-59-5) → C17H30N2 (1148010-92-7)

Conditions	Yield
Stage #1: undec-10-enoyl chloride; cis-cyclohexane-1,2-diamine In 1,4-dioxane at 0 - 20℃; Stage #2: With boron trifluoride diethyl etherate In 1,4-dioxane at 130℃;	90%

diallylcarbonate (15022-08-9) + cis-cyclohexane-1,2-diamine (1436-59-5) → allyl ((1R,2S)-2-aminocyclohexyl)carbamate (1261082-38-5)

Conditions	Yield
With Novozyme 435 In toluene at 20℃; for 96h; Enzymatic reaction;	90%
With candida antarctica novozyme-435 In toluene at 20℃; for 96h; Enzymatic reaction;	90%

cis-cyclohexane-1,2-diamine (1436-59-5) + salicylaldehyde (90-02-8) → (1R,2S)-cis-N,N'-bis(salicylidene)-1,2-cyclohexanediamine (41013-27-8)

Conditions	Yield
In ethanol	89%

cis-cyclohexane-1,2-diamine (1436-59-5) + uranyl(VI) acetate dihydrate + 3,3'-<<1,1'-binaphthalene>-2,2'-diylbis(oxy-2,1-ethanediyloxy-2,1-ethanediyloxy-2,1-ethanediyloxy)>bis<2-hydroxybenzaldehyde> (152523-70-1) → {cis-4,5,7,8,10,11,19a,20,21,22,23,23a,32,33,35,36,38,39-octadecahydro-13,17:26,30-dimethenobenzo{f1}dinaphtho{2,1-k:1',2'-m}{1,4,7,10,15,18,21,24,31,34}octaoxadiazacyclotetracontine-51,52-diolato(2-)-N(19),N(24),O(51),O(52)}dioxouranium

Conditions	Yield
With barium triflate In tetrahydrofuran refluxing (30 min); solvent evapn., dissoln. (CH2Cl2), washing (water, aq. Na2SO4), evapn., flash column chromy. (MeOH/CH2Cl2 3/97), pptn. (CH2Cl2/cyclohexane); elem. anal.;	89%

cis-cyclohexane-1,2-diamine (1436-59-5) + uranyl(VI) acetate dihydrate + 2-(3-formyl-2-hydroxyphenoxy)-N-<4-(n-octyloxy)phenyl>acetamide (154824-43-8) → aqua{(2,2'-(1,2-cyclohexanediylbis(nitrilomethylidyne(2-hydroxy-3,1-phenylene)oxy))bis(N-(4-(n-octyloxy)phenyl)acetamidato))(2-)-N,N',O,O'}dioxouranium trihydrate

Conditions	Yield
With H2O In methanol under Ar; the aldehyde and the amine were refluxed in methanol for 1 h, UO2(OAc)2 in methanol was added, refluxed for 1 h; cooled, filtered, washed with methanol; elem. anal.;	89%

cis-cyclohexane-1,2-diamine (1436-59-5) + octadec-9-enoyl chloride (7378-94-1) → C24H44N2 (1148010-93-8)

Conditions	Yield
Stage #1: cis-cyclohexane-1,2-diamine; octadec-9-enoyl chloride In 1,4-dioxane at 0 - 20℃; Stage #2: With boron trifluoride diethyl etherate In 1,4-dioxane at 130℃;	89%

cis-cyclohexane-1,2-diamine (1436-59-5) + formic acid ethyl ester (109-94-4) → (1R,2S)-N1,N2- dimethylcyclohexane-1,2-diamine (75599-23-4)

Conditions	Yield
Stage #1: cis-cyclohexane-1,2-diamine; formic acid ethyl ester Reflux; Stage #2: With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; Reflux; Stage #3: With water; sodium hydroxide In tetrahydrofuran	89%

Upstream product

• 488-31-3 (2S,4S)-xylaric acid 
• 694-83-7 rac-diaminocyclohexane 
• 610-09-3 (1R,2S)-cyclohexane-1,2-dicarboxylic acid 
• 286-18-0 7-azabicyclo<4.1.0>heptane 
• 110-83-8 cyclohexene 
• 931-16-8 (+/-)-trans-2-aminocyclohexanol 
• 2562-37-0 1-nitrocyclohexene 
• 108-45-2 m-phenylenediamine 
• 71172-32-2 trans-1,2-dinitrocyclohexane 
• 2802-07-5 1,3-cyclohexanedionedioxime 
• 492-99-9 1,2-cyclohexanedionedioxime 
• 286-18-0 7-azabicyclo[4.1.0]heptane 
• 6850-38-0 2-aminocyclohexanol 
• 1460-57-7 trans-1,2-cyclohexandiol 

Downstream Products

• 119492-53-4 (R)-trans-N,N'-dipyridoxylidene-1,2-cyclohexanediamine 
• 3187-82-4 (±)-trans-N,N′-1,2-cyclohexylenebis(benzylideneamine) 
• 140-10-3 cis-cinnamic acid 
• 490-16-4 δ-truxinic acid 
• 528-34-7 β-truxinic acid 
• 184954-75-4 tert-butyl (1RS,2SR)-2-aminocyclohexylcarbamate 
• 365997-18-8 cis-1,2-di(tert-butoxycarbonylamino)cyclohexane 
• 155833-17-3 bis-BOC-(S, S)-cyclohexane diamine 
• 70924-77-5 cis-1,2-diacetamidocyclohexane 
• 32044-22-7 (R,R)-1,2-diaminocyclohexane tartrate 
• 308798-01-8 (R,R)-N,N'-(Cyclohexane-1,2-diyl)bis(methyl 4-carbamoyl-3-oxabutanoate) 

Relevant articles and documents

Method for synthesizing trans-cyclohexyldiamine

The invention discloses a method for synthesizing trans-cyclohexyldiamine. The method comprises the following steps: by using epoxy cyclohexane as the raw material, carrying out ring opening with ammonia water, adding sulfuric acid for dewatering and salification, adding free alkali, carrying out ring opening with ammonia water, and distilling to obtain the trans-cyclohexyldiamine. The method has the advantages of high repetitiveness of the synthesis route, and simple and accessible raw materials, and provides an alternative scheme for obtaining the trans-cyclohexyldiamine pure product.

CYCLOHEXANEDIAMINE COMPOUNDS AND METHODS FOR THEIR PREPARATION

The present invention provides processes for the preparation of cyclohexanediamine compounds of formula Ia and intermediates thereof. The compounds are useful as Syk kinase inhibitors and in various pharmaceutical compositions, and particularly useful for treating conditions mediated at least in part by Syk kinase activity.

Direct amination of bio-alcohols using ammonia

A slightly adapted catalyst system has been successfully applied in the direct amination of primary and secondary alcohols. Moreover, the applicability to diols has been shown, giving high selectivity towards the primary diamines. It was found that the Ru/P ratio as well as the amount of ammonia used are highly important in this system, especially for higher substrate loadings. The catalyst was employed on a larger batch scale for the conversion of isomannide to the corresponding diamine. Additionally, it was shown that the catalyst is stable for at least six consecutive runs. No significant loss of activity and selectivity was observed.