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57097-81-1

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Basic Information
CAS No.: 57097-81-1
Name: 3-BROMO-5-METHYL-1H-PYRAZOLE
Article Data: 5
Molecular Structure:
Molecular Structure of 57097-81-1 (3-BROMO-5-METHYL-1H-PYRAZOLE)
Formula: C4H5BrN2
Molecular Weight: 161.001
Synonyms: 1H-Pyrazole,3-broMo-5-Methyl;3-bromo-5-methylpyrazole;
Density: 1.723g/cm3
Melting Point: 138-139 °C
Boiling Point: 269.5oC at 760 mmHg
Flash Point: 116.8oC
PSA: 28.68000
LogP: 1.48060
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3-bromo-5-methyl-1H-pyrazole

Conditions
ConditionsYield
With hydrogen bromide; copper(I) bromide; sodium nitrite In water at 70℃; for 0.5h; Temperature;62%
With hydrogen bromide; copper(I) bromide; sodium nitrite at 70℃; for 0.5h;52%

3-bromo-1,5-dimethyl-4,5-dihydro-1H-pyrazole

A

57097-81-1

3-bromo-5-methyl-1H-pyrazole

B

5744-80-9

3-bromo-1,5-dimethyl-1H-pyrazole

Conditions
ConditionsYield
With sodium hypochlorite; potassium phosphate; potassium bromide In dichloromethane; water at 0 - 5℃; Inert atmosphere;A n/a
B 58%
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1,7-dibromo-4-methyl-2,4,6-triazatricyclo<5.1.1.02,6>nonane-3,5-dione

57097-81-1

3-bromo-5-methyl-1H-pyrazole

Conditions
ConditionsYield
With hydrogenchloride; potassium hydroxide 1.) 2-propanol, reflux, 10 min 2.) 2-propanol; Yield given. Multistep reaction;

1,5-dimethylpyrazolidin-3-one hydrobromide

A

57097-81-1

3-bromo-5-methyl-1H-pyrazole

B

C5H7BrN2*ClH

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: tetraethylammonium bromide; triethylamine / dichloromethane / 20 - 35 °C / Inert atmosphere
1.2: 7 h / 0 - 30 °C / Inert atmosphere
2.1: potassium phosphate; potassium bromide; sodium hypochlorite / 0 - 5 °C / Inert atmosphere
View Scheme

1,5-dimethylpyrazolidin-3-one hydrobromide

A

57097-81-1

3-bromo-5-methyl-1H-pyrazole

B

3-bromo-1,5-dimethyl-1H-pyrazol-2-ium triflate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: tetraethylammonium bromide; triethylamine / dichloromethane / 20 - 35 °C / Inert atmosphere
1.2: 7 h / 0 - 30 °C / Inert atmosphere
2.1: potassium phosphate; potassium bromide; sodium hypochlorite / 0 - 5 °C / Inert atmosphere
View Scheme

3-bromo-1,5-dimethyl-4,5-dihydro-1H-pyrazole

A

5775-95-1

3,4-dibromo-1,5-dimethylpyrazole

B

57097-81-1

3-bromo-5-methyl-1H-pyrazole

C

3-bromo-1,5-dimethyl-1H-pyrazol-2-ium triflate

Conditions
ConditionsYield
Stage #1: 3-bromo-1,5-dimethyl-4,5-dihydro-1H-pyrazole With sodium hypochlorite; potassium phosphate; potassium bromide at 0 - 5℃; Inert atmosphere;
Stage #2: With trifluorormethanesulfonic acid
...Expand

3-bromo-1,5-dimethyl-4,5-dihydro-1H-pyrazole

A

57097-81-1

3-bromo-5-methyl-1H-pyrazole

B

C5H7BrN2*ClH

Conditions
ConditionsYield
Stage #1: 3-bromo-1,5-dimethyl-4,5-dihydro-1H-pyrazole With sodium hypochlorite; potassium phosphate; potassium bromide at 0 - 5℃; Inert atmosphere;
Stage #2: With hydrogenchloride In water

1,5-dimethylpyrazolidin-3-one hydrobromide

A

57097-81-1

3-bromo-5-methyl-1H-pyrazole

B

5744-80-9

3-bromo-1,5-dimethyl-1H-pyrazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: tetraethylammonium bromide; triethylamine / dichloromethane / 20 - 35 °C / Inert atmosphere
1.2: 5 h / 0 - 30 °C / Inert atmosphere
1.3: 0.5 h / 20 - 25 °C / Inert atmosphere
2.1: potassium bromide; potassium phosphate; sodium hypochlorite / water; dichloromethane / 0 - 5 °C / Inert atmosphere
View Scheme

1-benzyl-5-methylpyrazolidin-3-one hydrobromide

A

57097-81-1

3-bromo-5-methyl-1H-pyrazole

B

1-benzyl-3-bromo-5-methyl-1H-pyrazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: tetraethylammonium bromide; triethylamine / dichloromethane / 20 - 35 °C / Inert atmosphere
1.2: 3 h / 0 - 30 °C / Inert atmosphere
1.3: 0.5 h / 20 - 25 °C / Inert atmosphere
2.1: potassium bromide; potassium phosphate; sodium hypochlorite / water; dichloromethane / 0 - 5 °C / Inert atmosphere
View Scheme

1-benzyl-3-bromo-5-methyl-4,5-dihydro-1H-pyrazole

A

57097-81-1

3-bromo-5-methyl-1H-pyrazole

B

1-benzyl-3-bromo-5-methyl-1H-pyrazole

Conditions
ConditionsYield
With sodium hypochlorite; potassium phosphate; potassium bromide In dichloromethane; water at 0 - 5℃; Inert atmosphere;
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