ChemicalBook > CAS DataBase List > N-(2-Bromoethyl)-1,3-propanediamine dihydrobromide

N-(2-Bromoethyl)-1,3-propanediamine dihydrobromide

Product Name
N-(2-Bromoethyl)-1,3-propanediamine dihydrobromide
CAS No.
23545-42-8
Chemical Name
N-(2-Bromoethyl)-1,3-propanediamine dihydrobromide
Synonyms
Amifostine Impurity 11;Amifostine Impurity 9 DiHBr;N-(2-Bromoethyl)- 1,3-propanediamine;N1-(2-BroMoethyl)propane-1,3-diaMine 2HBr;N-bromoethyl-1,3-propanediamine dihydrobromide;1,3-PROPANEDIAMINE,N-(2-BROMOETHYL)DIHYDROBROMIDE;3-(2-Bromoethylamino)propylaminedihydrobromide,97%;N-(2-bromoethyl)propane-1,3-diamine dihydrobromide;n-(2-bromoethyl)-1,3-propanediamine dihydrobromide;3-(2-BroMoethylaMino)propylaMine dihydrobroMide, 97%
CBNumber
CB8845328
Molecular Formula
C5H15Br3N2
Formula Weight
342.9
MOL File
23545-42-8.mol
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N-(2-Bromoethyl)-1,3-propanediamine dihydrobromide Property

Melting point:
204-205°C
storage temp. 
Inert atmosphere,Room Temperature
Appearance
White to off-white Solid
InChI
InChI=1S/C5H13BrN2.2BrH/c6-2-5-8-4-1-3-7;;/h8H,1-5,7H2;2*1H
InChIKey
QJWQDMBGXNKPAS-UHFFFAOYSA-N
SMILES
C(CCN)NCCBr.Br.Br
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
B678085
Product name
N-(2-Bromoethyl)-1,3-propanediamineDihydrobromide
Packaging
50mg
Price
$45
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB140289
Product name
N1-(2-Bromoethyl)propane-1,3-diamine dihydrobromide
Packaging
5G
Price
$63
Updated
2021/12/16
AK Scientific
Product number
Q887
Product name
N-(2-Bromoethyl)-1,3-propanediaminedihydrobromide
Packaging
10g
Price
$68
Updated
2021/12/16
Matrix Scientific
Product number
073899
Product name
N-(2-Bromoethyl)-1,3-propanediamine dihydrobromide
Purity
95+%
Packaging
1g
Price
$70
Updated
2021/12/16
Matrix Scientific
Product number
073899
Product name
N-(2-Bromoethyl)-1,3-propanediamine dihydrobromide
Purity
95+%
Packaging
5g
Price
$200
Updated
2021/12/16
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N-(2-Bromoethyl)-1,3-propanediamine dihydrobromide Chemical Properties,Usage,Production

Uses

N-(2-Bromoethyl)-1,3-propanediamine Dihydrobromide is a useful reagent in the preparation of Amifostine, a cytoprotector from aminoethanol and acrylonitrile.

Synthesis

4461-39-6

23545-42-8

The general procedure for the synthesis of N-(2-bromoethyl)-1,3-propanediamine dihydrobromide from N-hydroxyethyl-1,3-propanediamine was carried out as follows: cyclobutanesulfone (14.2 kg) and 2-(3-aminopropylamino)ethanol (1.29 kg, 10.9 mol) were added in a 20 L glass reactor and the reaction temperature was maintained at 90 °C. Nitrogen was passed into the solution through a Hasteloy C dip tube, followed by the slow addition of anhydrous hydrogen bromide (1.77 kg, 21.9 mol in total) below the liquid level. During the addition, the reaction temperature was raised to 119 °C and after continuous stirring for 15 min, the solution was allowed to stand overnight at 110 °C under nitrogen protection. Using a Masterflex pump and 1/8-inch diameter Teflon tubing, the solution temperature was raised to 120 °C within 1 h and phosphorus tribromide (1.034 kg, 3.82 mol) was added. The tubing was flushed into the reactor with additional cyclobutyl sulfone (0.60 kg). Nitrogen was bubbled through the dip tube into the reaction solution for 1 h at 120 °C to remove excess hydrogen bromide. Half of the hot cyclobutanesulfone solution was transferred to a 30L reactor containing acetone (16.8 kg) through 1/2-inch diameter PTFE tubing, and after stirring for 15 minutes, the mixture was transferred to a polyethylene bench-top vacuum filtration funnel and filtered under nitrogen protection. Acetone (16.9 kg) was added again to the 30L reactor and after nitrogen purge, the remaining hot cyclobutanesulfone solution was transferred from the 20L reactor to the 30L reactor, stirred and filtered. More acetone (6.8 kg) was added to the 30L reactor, nitrogen purged and heated to 50°C. After careful pouring of the hot acetone into a funnel, the combined solids were washed and filtered. The hot acetone washing step was repeated to effectively remove the cyclobutanesulfone. Finally, the product was dried under vacuum at about 74 °C to constant weight to afford N-(2-bromoethyl)-1,3-propanediamine dihydrobromide (3.58 kg, 10.4 mol, 96% yield).

References

[1] Patent: WO2007/53730, 2007, A1. Location in patent: Page/Page column 13-14

N-(2-Bromoethyl)-1,3-propanediamine dihydrobromide Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from N-(2-Bromoethyl)-1,3-propanediamine dihydrobromide manufacturers

Career Henan Chemical Co
Product
N-(2-Bromoethyl)-1,3-propanediamine dihydrobromide 23545-42-8
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1kg; 2kg;10kg; 100kg
Release date
2019-08-30

23545-42-8, N-(2-Bromoethyl)-1,3-propanediamine dihydrobromideRelated Search:


  • n-(2-bromoethyl)-1,3-propanediamine dihydrobromide
  • N-(2-bromoethyl)propane-1,3-diamine dihydrobromide
  • 1,3-PROPANEDIAMINE,N-(2-BROMOETHYL)DIHYDROBROMIDE,=98%
  • N1-(2-BroMoethyl)propane-1,3-diaMine 2HBr
  • 3-(2-BroMoethylaMino)propylaMine dihydrobroMide, 97%
  • 1,3-PROPANEDIAMINE,N-(2-BROMOETHYL)DIHYDROBROMIDE
  • Amifostine Impurity 9 DiHBr
  • 1,3-Propanediamine, N1-(2-bromoethyl)-, hydrobromide (1:2)
  • Amifostine Impurity 11
  • 3-(2-Bromoethylamino)propylaminedihydrobromide,97%
  • N-(2-Bromoethyl)- 1,3-propanediamine
  • N-bromoethyl-1,3-propanediamine dihydrobromide
  • 23545-42-8
  • 23534-42-8
  • C5H15Br3N2
  • C5H13N2Br2HBr
  • C5H13N2Br2HBrC5H15Br3N2
  • C5H13BrN22HBr
  • C5H13BrN22BrH