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6646-51-1

Basic Information
CAS No.: 6646-51-1
Name: 1-methyl-1H-imidazol-2-amine
Article Data: 14
Molecular Structure:
Molecular Structure of 6646-51-1 (1-methyl-1H-imidazol-2-amine)
Formula: C4H7 N3
Molecular Weight: 97.1197
Synonyms: Imidazole,2-amino-1-methyl- (7CI,8CI); 1-Methyl-1H-imidazol-2-ylamine;1-Methyl-2-aminoimidazole; 2-Amino-1-methylimidazole
Density: 1.224g/cm3
Boiling Point: 255.146oC at 760 mmHg
Flash Point: 108.109oC
PSA: 43.84000
LogP: 0.58350
Synthetic route
7720-39-0

1H-imidazol-2-amine

74-88-4

methyl iodide

6646-51-1

1-methyl-2-aminoimidazole

Conditions
ConditionsYield
With copper(l) iodide; 8-quinolinol; sodium t-butanolate In methanol at 50℃; for 36h; Solvent;72%
Stage #1: 1H-imidazol-2-amine With tert-butyldimethylsilyl chloride
Stage #2: methyl iodide With n-butyllithium
51081-36-8

2-lithium-N-methylimidazole

6646-51-1

1-methyl-2-aminoimidazole

Conditions
ConditionsYield
With 1-azidostyrene In tetrahydrofuran for 2h; from -78 deg.C to room temp.;45%
1671-82-5

1-methyl-2-nitroimidazole

6646-51-1

1-methyl-2-aminoimidazole

Conditions
ConditionsYield
With iron; acetic acid at 80℃;17%
With palladium 10% on activated carbon; hydrogen In 1,4-dioxane at 20℃; for 16h;70 mg
506-68-3

bromocyane

122-07-6

N-(methyl)aminoacetaldehyde dimethyl acetal

6646-51-1

1-methyl-2-aminoimidazole

Conditions
ConditionsYield
Stage #1: bromocyane; N-(methyl)aminoacetaldehyde dimethyl acetal With acetic acid In water at 100℃; for 1h;
Stage #2: With hydrogenchloride In water at 100℃; for 0.25h;

ethyl 2-imino-3-methyl-2,3-dihydro-1H-imidazole-1-carboxylate

6646-51-1

1-methyl-2-aminoimidazole

Conditions
ConditionsYield
With hydrogenchloride In methanol; water at 22℃; for 8h;
626-55-1

3-Bromopyridine

6646-51-1

1-methyl-2-aminoimidazole

Conditions
ConditionsYield
With [2-(di-tert-butylphosphino)-2′,4′,6′-triisopropyl-1,1′-biphenyl][2-((2-aminoethyl)phenyl)]palladium(II) chloride; sodium t-butanolate; tert-butyl XPhos In tert-butyl alcohol at 20℃; for 16h; Inert atmosphere;97%
6646-51-1

1-methyl-2-aminoimidazole

74-88-4

methyl iodide

2-amino-1,3-dimethylimidazolium iodide

Conditions
ConditionsYield
for 1h; 0 deg C to r.t.;92%
6646-51-1

1-methyl-2-aminoimidazole

(S)-3-(bromomethyl)-N-(cyclopropyl(4-fluoro-3-methylphenyl)methyl)-5-(2-(trifluoromethyl)pyridin-3-yl)benzamide

(S)-N-(cyclopropyl(4-fluoro-3-methylphenyl)methyl)-3-((2-imino-3-methyl-2,3-dihydro-1H-imidazol-1-yl)methyl)-5-(2-(trifluoromethyl)pyridin-3-yl)benzamide

Conditions
ConditionsYield
In acetonitrile at 23 - 50℃; for 12h;84%
6646-51-1

1-methyl-2-aminoimidazole

108-86-1

bromobenzene

1369433-26-0

C10H11N3

Conditions
ConditionsYield
With [2-(di-tert-butylphosphino)-2′,4′,6′-triisopropyl-1,1′-biphenyl][2-((2-aminoethyl)phenyl)]palladium(II) chloride; sodium t-butanolate; tert-butyl XPhos In tert-butyl alcohol at 20℃; for 4h; Inert atmosphere;83%
6646-51-1

1-methyl-2-aminoimidazole

15781-72-3

bis(2,4,6-trichlorophenyl) ethylmalonate

1-methyl-6-ethyl-7-hydroxy-4,5-dihydroimidazo<1,2-a>pyrimidin-5-one

Conditions
ConditionsYield
at 160℃; for 0.05h;81%
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