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133546-47-1

Basic Information
CAS No.: 133546-47-1
Name: Naphtho[1,2-c:5,6-c']bis[1,2,5]thiadiazole
Article Data: 2
Molecular Structure:
Molecular Structure of 133546-47-1 (Naphtho[1,2-c:5,6-c']bis[1,2,5]thiadiazole)
Formula: C10H4N4S2
Molecular Weight: 244.301
Synonyms: Naphtho[1,2-c:5,6-c']bis[1,2,5]thiadiazole
Density: 1.700
Melting Point: 203-208 oC
Boiling Point: 430.1±18.0 °C(Predicted)
PSA: 108.04000
LogP: 2.84920
Synthetic route
132178-78-0

1,5-dibromo-2,6-dihydroxynaphthalene

133546-47-1

naphtho<1,2-c:5,6-c'>bis<1,2,5>thiadiazole

Conditions
ConditionsYield
With tetrasulphure tetranitride In toluene for 48h; Heating;88%

1,2,5,6-naphthalenetetraamine tetrahydrochloride salt

133546-47-1

naphtho<1,2-c:5,6-c'>bis<1,2,5>thiadiazole

Conditions
ConditionsYield
With thionyl chloride In pyridine at 75℃; for 3h; Inert atmosphere;86%
581-43-1

2,6-Dihydroxynaphthalene

133546-47-1

naphtho<1,2-c:5,6-c'>bis<1,2,5>thiadiazole

Conditions
ConditionsYield
With tetrasulphure tetranitride In toluene for 48h; Heating;43%
84-59-3

2,6-dibromo-1,5-naphthalenediol

A

133546-47-1

naphtho<1,2-c:5,6-c'>bis<1,2,5>thiadiazole

B

133546-48-2

naphtho<1,2-c:3,4-c':5,6-c''>tris<1,2,5>thiadiazole

Conditions
ConditionsYield
With tetrasulphure tetranitride In toluene for 48h; Heating;A 35%
B 11%
575-44-0

1,6-dihydroxynaphthalene

133546-47-1

naphtho<1,2-c:5,6-c'>bis<1,2,5>thiadiazole

Conditions
ConditionsYield
With tetrasulphure tetranitride In toluene for 48h; Heating;5%
83-56-7

1,5-dihydroxynaphthalene

A

133546-47-1

naphtho<1,2-c:5,6-c'>bis<1,2,5>thiadiazole

B

133546-48-2

naphtho<1,2-c:3,4-c':5,6-c''>tris<1,2,5>thiadiazole

Conditions
ConditionsYield
With tetrasulphure tetranitride In toluene for 48h; Heating;A 5%
B n/a
133546-47-1

naphtho<1,2-c:5,6-c'>bis<1,2,5>thiadiazole

73183-34-3

bis(pinacol)diborane

5,10-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphtho[1,2-c:5,6-c']bis([1,2,5]thiadiazole)

Conditions
ConditionsYield
Stage #1: bis(pinacol)diborane With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine In cyclohexane for 0.5h; Inert atmosphere; Reflux;
Stage #2: naphtho<1,2-c:5,6-c'>bis<1,2,5>thiadiazole In cyclohexane for 12h; Reflux;
70%
133546-47-1

naphtho<1,2-c:5,6-c'>bis<1,2,5>thiadiazole

A

51772-73-7, 144284-50-4

1,2,5,6-naphthalenetetramine dihydrochloride

B

144284-51-5

naphtho<1,2-c><1,2,5>thiadiazole-5,6-diamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; tin In 1,4-dioxane for 48h; Heating;A 36%
B 0.4%
With hydrogenchloride; tin In 1,4-dioxane for 48h; Heating;A 34%
B 0.4%
133546-47-1

naphtho<1,2-c:5,6-c'>bis<1,2,5>thiadiazole

144153-02-6

7,8-diphenyl<1,2,5>thiadiazolo<33',4'-5,6>naphto<1,2-b>pyrazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 0.4 percent / Sn, conc. HCl / dioxane / 48 h / Heating
2: 39 percent / CH3COOH / ethanol / 3 h / Heating
View Scheme
133546-47-1

naphtho<1,2-c:5,6-c'>bis<1,2,5>thiadiazole

144153-01-5

2,3,8,9-tetraphenyl<1,2-b;5,6-b'>dipyrazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 34 percent / Sn, conc. HCl / dioxane / 48 h / Heating
2: 52 percent / CH3COOH / ethanol / 21 h / Heating
View Scheme
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