• Name

  N,N'-DICYCLOHEXYLUREA

• EINECS
• CAS No. 2387-23-7
• Article Data381
• CAS DataBase
• Density 1.02g/cm³
• Solubility
• Melting Point 232-233 °C(lit.)
  
• Formula C13H24 N2 O
• Boiling Point 408.2°Cat760mmHg
• Molecular Weight 224.346
• Flash Point 157.9°C
• Transport Information
• Appearance white crystalline powder
• Safety

  Hazard Codes	Xn,N
  Risk Statements	22-51/53
  Safety Statements	61
  WGK Germany	3

• Risk Codes 22-51/53
• Molecular Structure
• Hazard Symbols
• Synonyms Urea,1,3-dicyclohexyl- (6CI,7CI,8CI); 1,3-Dicyclohexylurea; DCU;Dicyclohexylcarbodiamide; N,N'-Dicyclohexylurea; NSC 17013; NSC 30023
• PSA 41.13000
• LogP 3.73280

Synthetic route

6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

622336-82-7

(S)-2-((tert-butoxycarbonyl)amino)-3-(3-iodo-4-methoxyphenyl)propanoic acid

A

911675-87-1

C19H23IN2O7

B

2387-23-7

1,3-Dicyclohexylurea

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In 1,2-dimethoxyethane	A 100% B n/a

...Expand

112-80-1

cis-Octadecenoic acid

167407-91-2

N3,N6-di(tert-butoxycarbonyl)-3,6-diazaoctane-1,8-diol

538-75-0

dicyclohexyl-carbodiimide

A

167951-93-1

N,N'-di-tert-butylcarbonyl-N,N'-bis(2-hydroxyethyl)ethylenediamine dioleate

B

2387-23-7

1,3-Dicyclohexylurea

Conditions

Conditions	Yield
dmap In n-heptane at 20 - 40℃; Product distribution / selectivity;	A n/a B 99.6%

...Expand

201230-82-2

carbon monoxide

108-91-8

cyclohexylamine

2387-23-7

1,3-Dicyclohexylurea

Conditions

Conditions	Yield
Stage #1: carbon monoxide; cyclohexylamine With selenium at 20℃; under 750.075 Torr; for 2h; neat (no solvent); Stage #2: With oxygen at 20℃; under 750.075 Torr; for 1h; neat (no solvent);	99%
With palladium; oxygen; potassium iodide In 1,4-dioxane at 130℃; under 30003 Torr; for 24h; Autoclave; Green chemistry;	99%
With oxygen In tetrahydrofuran at 90℃; under 6000.6 Torr; for 72h; Catalytic behavior; Reagent/catalyst; Autoclave; Schlenk technique; Inert atmosphere;	96%

3173-53-3

Cyclohexyl isocyanate

2387-23-7

1,3-Dicyclohexylurea

Conditions

Conditions	Yield
With [Pr(SPh)3(THF)3] In tetrahydrofuran at 60℃; for 12h; Inert atmosphere;	99%
With Trimethylsilanol In acetonitrile at 20℃; Green chemistry;	92%
With Ta(η5-C5Me5)(η3-1-phenylallyl)2 In toluene for 12h; Ambient temperature;	89%

124-38-9

carbon dioxide

108-91-8

cyclohexylamine

2387-23-7

1,3-Dicyclohexylurea

Conditions

Conditions	Yield
Stage #1: cyclohexylamine With titanium tetrachloride In dichloromethane at 0℃; for 0.5h; Inert atmosphere; Stage #2: With pyridine In dichloromethane for 0.5h; Inert atmosphere; Stage #3: carbon dioxide Further stages;	99%
With cesium hydroxide; 1-butyl-3-methylimidazolium chloride at 170℃; under 45600 Torr; for 4h;	98%
Stage #1: cyclohexylamine With tetrachloromethane; triphenylphosphine In dichloromethane for 24h; Heating; Stage #2: With triethylamine at 20℃; for 2h; Stage #3: carbon dioxide; cyclohexylamine at 20℃; for 24h; Further stages.;	96%

67-66-3

chloroform

108-91-8

cyclohexylamine

2387-23-7

1,3-Dicyclohexylurea

Conditions

Conditions	Yield
With oxygen; sodium hydrogencarbonate; triethylamine In water for 1h; Irradiation;	99%
With oxygen; sodium hydroxide In water at 20℃; for 3h; Reagent/catalyst; Irradiation;	62%

2921-20-2

tetradecylthioacetic Acid

6059-44-5, 106973-48-2, 147857-43-0

methyl 2,3-diaminopropanoate dihydrochloride

538-75-0

dicyclohexyl-carbodiimide

A

methyl 2,3-di{[(tetradecylthio)acetyl]amino}propanoate

B

2387-23-7

1,3-Dicyclohexylurea

Conditions

Conditions	Yield
With benzotriazol-1-ol; triethylamine In dichloromethane at 0 - 20℃; for 49h;	A 96% B n/a

...Expand

N-cyclohexyl-2-phenylimidazo[1,2-a]pyridin-3-amine

A

4589-12-2

N-(pyrid-2-yl)benzamide

B

108-91-8

cyclohexylamine

C

2387-23-7

1,3-Dicyclohexylurea

Conditions

Conditions	Yield
With potassium tert-butylate; copper diacetate In m-xylene for 8h; Reagent/catalyst; Solvent; Schlenk technique; Heating; chemoselective reaction;	A 96% B n/a C n/a

...Expand

3417-91-2

L-tyrosine methyl ester HCl

538-75-0

dicyclohexyl-carbodiimide

74-11-3

para-chlorobenzoic acid

A

254899-76-8

C17H16ClNO4

B

2387-23-7

1,3-Dicyclohexylurea

Conditions

Conditions	Yield
dmap In dichloromethane at 20℃; Inert atmosphere;	A 95.3% B n/a

...Expand

100-02-7

4-nitro-phenol

4-[(2R,3S,5R)-5-(thymin-1-yl)-2-(trityloxymethyl)tetrahydrofuran-3-yloxy]-4-oxobutanoic acid

A

2387-23-7

1,3-Dicyclohexylurea

B

5'-O-tritylthymidine-3'-O-succinyl-(4-nitro)phenylester

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In 1,4-dioxane; pyridine for 12h; Ambient temperature;	A n/a B 95%

...Expand

2188-18-3

Boc-Arg(NO2)-OH

18598-74-8

methyl L-isoleucinate hydrochloride

A

2387-23-7

1,3-Dicyclohexylurea

B

102342-09-6

(tert-butoxycarbonyl)-NG-nitroarginylisoleucyl methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide 1.) ice bath, 1 h, 2.) 23 deg C, 15 h;	A n/a B 95%

...Expand

5070-13-3

bis-(p-nitrophenyl) carbonate

108-91-8

cyclohexylamine

2387-23-7

1,3-Dicyclohexylurea

Conditions

Conditions	Yield
In dichloromethane for 4h; Ambient temperature;	95%

538-75-0

dicyclohexyl-carbodiimide

2387-23-7

1,3-Dicyclohexylurea

Conditions

Conditions	Yield
With acetic acid; N-hydroxybenzenecarboximidamide In chloroform for 4h; Heating;	95%
With tert-butyloxycarbonyl-methionyl-leucyl-phenylalanine; benzotriazol-1-ol; triethylamine In N,N-dimethyl-formamide at 0℃; for 3h;
With 1,3:2,4-di-O-methylene-L-arabinitol In pyridine; dimethyl sulfoxide at 20 - 25℃; for 2h;

108-91-8

cyclohexylamine

401638-49-1

5-nitro-1-indazolecarboxylic acid cyclohexylamide

2387-23-7

1,3-Dicyclohexylurea

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 155℃; for 6h;	95%

6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

156-38-7

4-hydroxyphenylacetate

538-75-0

dicyclohexyl-carbodiimide

A

73158-83-5

4-hydroxyphenylacetic acid N-hydroxysuccinimide ester

B

2387-23-7

1,3-Dicyclohexylurea

Conditions

Conditions	Yield
In ethyl acetate at 0 - 4℃; for 22h;	A 94.6% B n/a

...Expand

108-91-8

cyclohexylamine

1-indazolecarboxylic acid cyclohehylamide

2387-23-7

1,3-Dicyclohexylurea

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 155℃; for 8h;	94%

3971-31-1

cyclohexane-1,3-dicarboxylic acid

538-75-0

dicyclohexyl-carbodiimide

A

2387-23-7

1,3-Dicyclohexylurea

B

4355-31-1

3-oxabicyclo[3.3.1]nonane-2,4-dione

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 4h;	A n/a B 94%

...Expand

2387-23-7

1,3-Dicyclohexylurea

538-75-0

dicyclohexyl-carbodiimide

Conditions

Conditions	Yield
With dichloromethylenedimethyliminium chloride; triethylamine In dichloromethane at 0℃;	100%
With bis(trichloromethyl) carbonate In 1-methyl-pyrrolidin-2-one at 30 - 40℃; for 6h; Autoclave;	99.5%
With pyridine; chloroacetyl chloride In dichloromethane at 0 - 60℃; for 10h; Solvent; Temperature; Reagent/catalyst;	97.3%

2387-23-7

1,3-Dicyclohexylurea

108-91-8

cyclohexylamine

Conditions

Conditions	Yield
With sodium hydroxide at 450℃; for 8h; Temperature; Autoclave; Large scale;	99.49%

2387-23-7

1,3-Dicyclohexylurea

1541-19-1

ethyl N-cyclohexylcarbamate

Conditions

Conditions	Yield
	96%
	93%
	8%

576-26-1

2.6-dimethylphenol

2387-23-7

1,3-Dicyclohexylurea

201137-64-6

N-cyclohexyl carbamic acid(2,6-dimethylphenyl)ester

Conditions

Conditions	Yield
Reflux; Large scale;	95%