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Basic Information
CAS No.: 13551-86-5
Name: α-Chloromethyl-2-nitro-1H-imidazole-1-ethanol
Molecular Structure:
Molecular Structure of 13551-86-5 (α-Chloromethyl-2-nitro-1H-imidazole-1-ethanol)
Formula: C6H8ClN3O3
Molecular Weight: 205.601
Synonyms: 1-(2-nitro-1-imidazolyl)-3-chloro-2-propanol;1-chloro-3-(2-nitro-1H-imidazol-1-yl)propan-2-ol;1-(3-Chloro-2-hydroxypropyl)-2-nitroimidazole;1-chloro-3-(2-nitro-imidazol-1-yl)-propan-2-ol;Ro-07-0269;3-chloro-1-(2-nitro-1-imidazolyl)-2-propanol;1-(2-hydroxy-3-chloropropyl)-2-nitroimidazole;1-(chloromethyl)-2-(2-nitroimidazol-1-yl)ethanol;
Density: 1.6g/cm3
Boiling Point: 439.8°C at 760 mmHg
Flash Point: 219.8°C
PSA: 83.87000
LogP: 0.91420
Synthetic route
21787-94-0

1-chloro-3-(2-nitro-1H-imidazol-1-yl)propan-2-one

13551-86-5

α-(chloromethyl)-2-nitro-1H-imidazole-1-ethanol

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 0℃;97%
527-73-1

2-nitro-1H-imidazole

106-89-8

epichlorohydrin

13551-86-5

α-(chloromethyl)-2-nitro-1H-imidazole-1-ethanol

Conditions
ConditionsYield
With potassium carbonate for 0.25 - 0.333333h; Heating / reflux;83%
With potassium carbonate for 0.333333h; Reflux;
With potassium carbonate In acetone Heating / reflux;
1074-82-4

potassium phtalimide

13551-86-5

α-(chloromethyl)-2-nitro-1H-imidazole-1-ethanol

93272-45-8

2-(2-hydroxy-3-(2-nitro-1H-imidazol-1-yl)propyl)isoindoline-1,3-dione

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 85℃; for 2h;87%
158565-51-6

4-(1,2-dicarba-closo-dodecaboran(12)-1-yl)phenyl isocyanate

13551-86-5

α-(chloromethyl)-2-nitro-1H-imidazole-1-ethanol

158565-52-7

1-(chloromethyl)-2-(2-nitroimidazoly)ethyl N-(4-(1,2-dicarba-closo-dodecaboran(12)-1-yl)phenyl)carbamate

Conditions
ConditionsYield
In toluene refluxed for 24 h; evapd., the residue is recrystd. (chloroform);81%
88211-50-1

4-amino-1-butyne hydrochloride

13551-86-5

α-(chloromethyl)-2-nitro-1H-imidazole-1-ethanol

1021880-41-0

1-but-3-ynylamino-3-(2-nitro-imidazol-1-yl)-propan-2-ol

Conditions
ConditionsYield
With potassium carbonate In methanol for 5h; Heating / reflux;70%
110-89-4

piperidine

7440-44-0

pyrographite

13551-86-5

α-(chloromethyl)-2-nitro-1H-imidazole-1-ethanol

70132-50-2

Pimonidazole

Conditions
ConditionsYield
In methanol; ethanol; water65%
6338-55-2

2-(2-(2-aminoethoxy)ethoxy)ethan-1-ol

13551-86-5

α-(chloromethyl)-2-nitro-1H-imidazole-1-ethanol

1021880-48-7

C12H22N4O6

Conditions
ConditionsYield
With potassium carbonate In methanol for 14h; Heating / reflux;65%
1021880-46-5

closo-1,2-caboranylethyl-1-(4-amino)butane

13551-86-5

α-(chloromethyl)-2-nitro-1H-imidazole-1-ethanol

1021880-43-2

1-[4-(closo-1,2-decaboranylethyl)-butylamino]-3-(2-nitro-imidazol-1-yl)-propan-2-ol

Conditions
ConditionsYield
With triethylamine In ethanol for 5h; Heating / reflux;52%
18178-04-6

1,2-dicarba-closo-dodecaborane-1-carboxylic acid

4648-54-8

trimethylsilylazide

13551-86-5

α-(chloromethyl)-2-nitro-1H-imidazole-1-ethanol

158565-48-1

1-(chloromethyl)-2-(2-nitroimidazol-1-yl)ethyl N-(1,2-dicarba-closo-dodecaboran(12)-1-yl)carbamate

Conditions
ConditionsYield
With thionyl chloride In N,N-dimethyl-formamide; toluene the carboranecarboxylic acid is boiled under reflux with thionyl chloride and DMF for 4 h, evapd., the residue is dissolved in toluene and treated with azidotrimethylsilane, refluxed for 18 h, cooled, the alcohol isadded, refluxed for 1 h; evapd., the residue is dissolved in chloroform, cooled to 0°C, elem. anal.;38%
13551-86-5

α-(chloromethyl)-2-nitro-1H-imidazole-1-ethanol

13551-90-1

2-nitro-1-(2-oxiranylmethyl)-1H-imidazole

Conditions
ConditionsYield
With 18-crown-6 ether In acetonitrile
In ethyl acetate at 20℃; for 1h;300 mg
With sodium hydroxide In water; ethyl acetate at 20℃; for 1h;
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    13551-86-5

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