• Name

  N,N'-bis-(2-Chloroethyl)urea

• EINECS
• CAS No. 2214-72-4
• Article Data16
• CAS DataBase
• Density 1.245 g/cm³
• Solubility
• Melting Point 128-129 °C
• Formula C₅H₁₀Cl₂N₂O
• Boiling Point 358.2 °C at 760 mmHg
• Molecular Weight 185.053
• Flash Point 170.4 °C
• Transport Information
• Appearance
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms Urea,1,3-bis(2-chloroethyl)- (6CI,7CI,8CI);1,3-Bis(2-chloroethyl)urea;NSC 36198;
• PSA 41.13000
• LogP 1.54500

Synthetic route

N-(2-chloroethyl)-1H-imidazole-1-carboxamide

870-24-6

2-chloroethanamine hydrochloride

2214-72-4

1,3-bis(2-chloroethyl)urea

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 40℃; for 4h; Reagent/catalyst; Time; Temperature;	87.2%

1943-83-5

2-chloroethyl isothiocyanate

689-98-5

chloroethylamine

2214-72-4

1,3-bis(2-chloroethyl)urea

Conditions

Conditions	Yield
In dichloromethane 1) 0 deg C, 20 min; 2) room temperature, 18 h;	82%
In diethyl ether Ambient temperature;

74124-79-1

di(succinimido) carbonate

870-24-6

2-chloroethanamine hydrochloride

A

2214-72-4

1,3-bis(2-chloroethyl)urea

B

80354-45-6

N-(2-chloroethyl)carbamic acid N'-hydroxysuccinimide ester

Conditions

Conditions	Yield
With triethylamine In acetonitrile Ambient temperature;	A n/a B 61.5%

...Expand

870-24-6

2-chloroethanamine hydrochloride

530-62-1

1,1'-carbonyldiimidazole

2214-72-4

1,3-bis(2-chloroethyl)urea

Conditions

Conditions	Yield
With sodium hydroxide In water at 0 - 45℃; pH=8;	57.7%
In tetrahydrofuran at 0 - 30℃; for 36.0833h; Temperature; Inert atmosphere; Large scale;	6 kg
With triethylamine at 10 - 40℃; for 2h;	13 g

151-56-4

ethyleneimine

75-44-5

phosgene

2214-72-4

1,3-bis(2-chloroethyl)urea

1943-83-5

2-chloroethyl isothiocyanate

2214-72-4

1,3-bis(2-chloroethyl)urea

Conditions

Conditions	Yield
With water; acetone
With water
With nitromethane; acetone; acetonitrile In N,N-dimethyl-formamide

154-93-8

1,3-bis(2-chloroethyl)-1-nitrosourea

A

2214-72-4

1,3-bis(2-chloroethyl)urea

B

71353-16-7

2-<(2-chloroethyl)amino>-2-oxazoline

C

2387-20-4

1-(2-chloroethyl)imidazolidin-2-one

D

64-17-5

ethanol

E

75-04-7

ethylamine

Conditions

Conditions	Yield
With potassium hydroxide; aluminum nickel In methanol Product distribution; Mechanism; degradation under various conditions (HBr in glac. CH3CO2H) with preparation of nonmutagenic reaction mixtures of products;

...Expand

15438-70-7

N,N'-bis(2-hydroxyethyl)urea

2214-72-4

1,3-bis(2-chloroethyl)urea

Conditions

Conditions	Yield
With thionyl chloride at 20℃; Large scale;	5.02 kg

2214-72-4

1,3-bis(2-chloroethyl)urea

154-93-8

1,3-bis(2-chloroethyl)-1-nitrosourea

Conditions

Conditions	Yield
With tin(IV) chloride; sodium nitrite In dichloromethane at 20℃; for 2h;	100%
With formic acid; sodium nitrite In dichloromethane; water at 0 - 3℃; for 1h;	87%
With formic acid; sodium nitrite

2214-72-4

1,3-bis(2-chloroethyl)urea

71353-16-7

2-<(2-chloroethyl)amino>-2-oxazoline

Conditions

Conditions	Yield
In water Heating;	72%

2214-72-4

1,3-bis(2-chloroethyl)urea

13908-87-7

N,N'-Bis-<2-iod-ethyl>-harnstoff

Conditions

Conditions	Yield
With sodium iodide
With sodium iodide In acetone Heating;

2214-72-4

1,3-bis(2-chloroethyl)urea

73771-48-9

2-<(2-chloroethyl)amino>-2-oxazoline hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 72 percent / H2O / Heating 2: 45 percent / n-butyl nitrite, sodium methoxide / diethyl ether / 12 h / Ambient temperature 3: HCl(g) / diethyl ether / 0.5 h / 0 - 4 °C View Scheme

2214-72-4

1,3-bis(2-chloroethyl)urea

76310-08-2

2-<(2'-chloroethyl)imino>-3-nitroso-2-oxazolidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 72 percent / H2O / Heating 2: 45 percent / n-butyl nitrite, sodium methoxide / diethyl ether / 12 h / Ambient temperature View Scheme

2214-72-4

1,3-bis(2-chloroethyl)urea

13907-75-0

C5H9I2N3O2

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaI / acetone / Heating 2: NaNO2, HCO2H View Scheme

N,N'-Bis(2-chloroethyl)urea Specification