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356783-16-9

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Basic Information
CAS No.: 356783-16-9
Name: 3,6-Dichloropyrazine-2-carbonitrile
Article Data: 13
Molecular Structure:
Molecular Structure of 356783-16-9 (3,6-Dichloropyrazine-2-carbonitrile)
Formula: C5HCl2N3
Molecular Weight: 173.989
Synonyms: QC-100;2-Pyrazinecarbonitrile,3,6-dichloro;3,6-dichloro-2-pyrazinecarbonitrile;
EINECS: 202-303-5
Density: 1.60±0.1 g/cm3 (20 oC 760 Torr)
Boiling Point: 262.0±35.0℃ (760 Torr)
Flash Point: 112.3±25.9℃
PSA: 49.57000
LogP: 1.65508
Related products
Synthetic route

3-hydroxy-6-nitropyrazine-2-carboxamide

356783-16-9

3,6-dichloropyrazine-2-carbonitrile

Conditions
ConditionsYield
With pyridine; trichlorophosphate at 20 - 80℃; for 8h; Reagent/catalyst;90%

3-hydroxy-6-bromopyrazine-2-carboxamide

356783-16-9

3,6-dichloropyrazine-2-carbonitrile

Conditions
ConditionsYield
Stage #1: 6-bromo-3-hydroxypyrazine-2-carboxamide With trichlorophosphate In chlorobenzene at 60℃; for 0.5h;
Stage #2: With N-ethyl-N,N-diisopropylamine In chlorobenzene at 90 - 100℃; for 2.66667h;
Stage #3: With sodium hydrogencarbonate In water; toluene		83%
With N-ethyl-N,N-diisopropylamine; trichlorophosphate In water at 60 - 100℃; for 8h; Solvent;70%
Stage #1: 6-bromo-3-hydroxypyrazine-2-carboxamide With trichlorophosphate at 70℃; for 0.25h;
Stage #2: With N-ethyl-N,N-diisopropylamine at 20 - 100℃; for 6h;
Stage #3: With water for 1h;		70%
Stage #1: 6-bromo-3-hydroxypyrazine-2-carboxamide With trichlorophosphate at 55℃; for 0.5h;
Stage #2: With N-ethyl-N,N-diisopropylamine at 110℃; for 5h;		43.7%

3,6-dichloropyrazine-2-carboxamide

356783-16-9

3,6-dichloropyrazine-2-carbonitrile

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; trichlorophosphate at 75℃; for 1h;82%
17231-50-4

6-chloro-3-aminopyrazine-2-carbonitrile

356783-16-9

3,6-dichloropyrazine-2-carbonitrile

Conditions
ConditionsYield
With tert.-butylnitrite; titanium tetrachloride In dichloromethane at 0 - 20℃; for 3h; Sandmeyer Reaction;81%
18960-19-5

1,4-dioxopyrazinamide

356783-16-9

3,6-dichloropyrazine-2-carbonitrile

Conditions
ConditionsYield
Stage #1: 1,4-dioxopyrazinamide With trichlorophosphate In chlorobenzene at 50 - 70℃; for 1.83333h;
Stage #2: With pyridine In chlorobenzene at 110℃; for 8h; Temperature; Reagent/catalyst;		52.55%
Stage #1: 1,4-dioxopyrazinamide With trichlorophosphate at 50 - 70℃; for 1.83333h;
Stage #2: With triethylamine at 96℃; for 6h;		45.15%
55321-99-8

2-hydroxypyrazine-3-carboxamide

356783-16-9

3,6-dichloropyrazine-2-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: bromine / acetonitrile / 6 h / 0 - 40 °C
2.1: trichlorophosphate / chlorobenzene / 0.5 h / 60 °C
2.2: 2.67 h / 90 - 100 °C
View Scheme
Multi-step reaction with 2 steps
1.1: bromine; pyridine / N,N-dimethyl-formamide / 2 h / 80 - 85 °C / Inert atmosphere
2.1: trichlorophosphate / 0.5 h / 55 °C
2.2: 5 h / 110 °C
View Scheme
19847-12-2

2-pyrazine carbonitrile

356783-16-9

3,6-dichloropyrazine-2-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: acetic acid; dihydrogen peroxide / 22 h / -5 - 95 °C
2.1: trichlorophosphate / 1.83 h / 50 - 70 °C
2.2: 6 h / 96 °C
View Scheme
5424-01-1

3-aminopyrazinoic acid

356783-16-9

3,6-dichloropyrazine-2-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: sulfuric acid / 20 °C / Cooling with ice
2: N-Bromosuccinimide / acetonitrile / 20 °C
3: sulfuric acid; sodium nitrite / 2 h / -5 - 20 °C
4: ammonium hydroxide / 3 h / 20 °C
5: trichlorophosphate; N-ethyl-N,N-diisopropylamine / water / 8 h / 60 - 100 °C
View Scheme
Multi-step reaction with 5 steps
1.1: sulfuric acid / 48 h / Cooling with ice
2.1: N-Bromosuccinimide / acetonitrile / 24 h / 20 °C / Inert atmosphere
3.1: sulfuric acid; sodium nitrite / 2 h / -5 - 25 °C
3.2: 1.5 h
4.1: ammonium hydroxide / 3 h / 20 °C
5.1: trichlorophosphate / 0.25 h / 70 °C
5.2: 6 h / 20 - 100 °C
5.3: 1 h
View Scheme
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

356783-16-9

3,6-dichloropyrazine-2-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: N-Bromosuccinimide / acetonitrile / 20 °C
2: sulfuric acid; sodium nitrite / 2 h / -5 - 20 °C
3: ammonium hydroxide / 3 h / 20 °C
4: trichlorophosphate; N-ethyl-N,N-diisopropylamine / water / 8 h / 60 - 100 °C
View Scheme
Multi-step reaction with 4 steps
1.1: N-Bromosuccinimide / acetonitrile / 24 h / 20 °C / Inert atmosphere
2.1: sulfuric acid; sodium nitrite / 2 h / -5 - 25 °C
2.2: 1.5 h
3.1: ammonium hydroxide / 3 h / 20 °C
4.1: trichlorophosphate / 0.25 h / 70 °C
4.2: 6 h / 20 - 100 °C
4.3: 1 h
View Scheme
6966-01-4

methyl 3-amino-6-bromopyrazine-2-carboxylate

356783-16-9

3,6-dichloropyrazine-2-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid; sodium nitrite / 2 h / -5 - 20 °C
2: ammonium hydroxide / 3 h / 20 °C
3: trichlorophosphate; N-ethyl-N,N-diisopropylamine / water / 8 h / 60 - 100 °C
View Scheme
Multi-step reaction with 3 steps
1.1: sulfuric acid; sodium nitrite / 2 h / -5 - 25 °C
1.2: 1.5 h
2.1: ammonium hydroxide / 3 h / 20 °C
3.1: trichlorophosphate / 0.25 h / 70 °C
3.2: 6 h / 20 - 100 °C
3.3: 1 h
View Scheme
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