8-Hydroxyjulolidine supplier | CasNO.41175-50-2

Name
8-HYDROXYJULOLIDINE
EINECS 255-247-9
CAS No. 41175-50-2
Article Data31
CAS DataBase
Density 1.23 g/cm³
Solubility Soluble in water (partly), ethanol, chloroform, methanol, and acetone.
Melting Point 132-134 °C(lit.)
Formula C₁₂H₁₅NO
Boiling Point 374.427 °C at 760 mmHg
Molecular Weight 189.257
Flash Point 213.494 °C
Transport Information
Appearance pink to beige or brown fine crystalline powder
Safety 22-24/25-37/39-26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2,3,6,7-Tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-8-ol;
PSA 23.47000
LogP 2.15600

Synthetic route

: 109-70-6
1,3-chlorobromopropane

: 591-27-5
m-Hydroxyaniline

: 41175-50-2
8-hydroxyjulolidine

Conditions

Conditions	Yield
With sodium carbonate In N,N-dimethyl-formamide at 75℃; for 9h;	84.6%
With sodium carbonate In N,N-dimethyl-formamide at 80℃; for 15h; Inert atmosphere;	69%
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 70℃;	68%

: 536-90-3
m-Anisidine

: 109-70-6
1,3-chlorobromopropane

: 41175-50-2
8-hydroxyjulolidine

Conditions

Conditions	Yield
Stage #1: m-Anisidine; 1.3-chlorobromopropane at 20 - 140℃; for 45.5h; Inert atmosphere; Reflux; Stage #2: With hydrogen iodide for 6h; Reflux;	70.1%
Stage #1: m-Anisidine; 1.3-chlorobromopropane Heating; Stage #2: With hydrogen bromide for 3.5h; Heating;	52%
at 95 - 180℃;	39%
Stage #1: m-Anisidine; 1.3-chlorobromopropane With sodium carbonate at 100℃; for 11h; Stage #2: With hydrogenchloride; hydrogen iodide for 60h; Reflux;
Stage #1: m-Anisidine; 1.3-chlorobromopropane With ammonium acetate at 140℃; for 15h; Inert atmosphere; Stage #2: With hydrogenchloride; hydrogen iodide In water for 24h; Reflux; Inert atmosphere;	1.5 g

: 63468-83-7
8-methoxy-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinoline

: 41175-50-2
8-hydroxyjulolidine

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen iodide In water for 60h; Heating;	67%
With hydrogenchloride; hydrogen iodide In water Reflux;	67%
With hydrogen iodide In water Inert atmosphere; Reflux;	1.32 g

: 536-90-3
m-Anisidine

nitrosylsulfuric acid: nitrosylsulfuric acid

: 41175-50-2
8-hydroxyjulolidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 64 percent / sodium carbonate, 4-A molecular sieves / a) from 70 deg C to 100 deg C, 3 h, b) reflux, 11 h 2: 67 percent / 47percent HI, conc. HCl / H2O / 60 h / Heating View Scheme

: 536-90-3
m-Anisidine

: 41175-50-2
8-hydroxyjulolidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Heating 2: hydrogen iodide / Heating View Scheme
Multi-step reaction with 2 steps 1: sodium carbonate / 14 h / 70 - 100 °C 2: hydrogenchloride; hydrogen iodide / water / Reflux View Scheme
Multi-step reaction with 2 steps 1: sodium carbonate / 19 h / 70 - 150 °C 2: pyridine hydrochloride / 2 h / 200 °C View Scheme
Multi-step reaction with 2 steps 1.1: sodium hydrogencarbonate / 2 h / 95 - 150 °C / Industrial scale 2.1: hydrogen iodide / 16 h / 110 °C / Industrial scale 2.2: pH 7 - 8 / Industrial scale View Scheme
Multi-step reaction with 2 steps 1.1: sodium carbonate / 3 h / 65 - 100 °C / Industrial scale 2.1: hydrogen iodide / 16 h / 110 °C / Industrial scale 2.2: pH 7 - 8 / Industrial scale View Scheme

: 41175-50-2
8-hydroxyjulolidine

: 4-formylbenzene-1,3-disulfonic acid dipotassium salt

: 1629670-53-6
C19H19NO7S2

Conditions

Conditions	Yield
In methanesulfonic acid at 150℃; for 0.25h; Sealed tube;	100%

: 41175-50-2
8-hydroxyjulolidine

: 1175621-48-3
5-(tert-butoxycarbonylamino)pent-2-ynoic acid

: 1386264-09-0
8-(2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizine) 5-(tert-butoxycarbonylamino)pent-2-ynoate

Conditions

Conditions	Yield
With dmap; diisopropyl-carbodiimide In dichloromethane at 0℃; for 2h; Inert atmosphere; Sealed tube;	98%

: 41175-50-2
8-hydroxyjulolidine

: 99017-63-7
methyl 5-<(benzyloxycarbonyl)amino>-3-oxopentanoate

: 8-(2-aminoethyl)-2,3,4,5-tetrahydro-1H,4H-11-oxa-3a-aza-benzo-[de]anthracen-10-one hydrochloride

Conditions

Conditions	Yield
Stage #1: 8-hydroxyjulolidine; methyl 5-<(benzyloxycarbonyl)amino>-3-oxopentanoate With triisopropoxytitanium(IV) chloride In hexane Stage #2: With hydrogenchloride at 95℃; for 9h;	98%
Stage #1: 8-hydroxyjulolidine; methyl 5-<(benzyloxycarbonyl)amino>-3-oxopentanoate With triisopropoxytitanium(IV) chloride In hexane; toluene for 12h; Reflux; Stage #2: With hydrogenchloride In water at 95℃; for 9h;	4.3 g

: 41175-50-2
8-hydroxyjulolidine

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 63149-33-7
9-formyl-8-hydroxyjulolidine

Conditions

Conditions	Yield
With trichlorophosphate at 0 - 80℃; for 1.25h; Inert atmosphere;	97.6%
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 4℃; for 0.25h; Stage #2: 8-hydroxyjulolidine at 20 - 100℃; for 1h;	94%
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 4℃; for 0.25h; Stage #2: 8-hydroxyjulolidine In water at 4 - 100℃; for 2.5h;	94%

: 41175-50-2
8-hydroxyjulolidine

: 182359-86-0
4-cyano-1-methyl-3-methylthio-1H-pyrrole-2,5-dione

: 2-Methyl-7,8,10,11-tetrahydro-6H,9H-5-oxa-2,8a-diaza-benzo[fg]cyclopenta[a]anthracene-1,3,4-trione

Conditions

Conditions	Yield
In acetic acid Heating;	96%

: 41175-50-2
8-hydroxyjulolidine

: 2892-51-5
squaric acid

: 135868-13-2
bis(8-hydroxy-9-julolidinyl)squaraine

Conditions

Conditions	Yield
In toluene; butan-1-ol for 2h; Heating;	95%
In toluene; butan-1-ol for 5h; Heating;	39.5%
In toluene; butan-1-ol

: 41175-50-2
8-hydroxyjulolidine

: 15781-70-1
malonic acid bis-(2,4,6-trichloro-phenyl) ester

: 213481-01-7
9-hydroxy-2,3,6,7-tetrahydro-1H,5H,11H-pyrano[2,3-f]pyrido[3,2,1-ij]quinolin-11-one

Conditions

Conditions	Yield
In toluene for 2h; Heating;	94%
In toluene at 110℃; for 4h;	87%

: 41175-50-2
8-hydroxyjulolidine

: 619-21-6
m-formylphenyl benzoic acid

: C32H31N2O3(1+)*Cl(1-)

Conditions

Conditions	Yield
Stage #1: 8-hydroxyjulolidine; m-formylphenyl benzoic acid With sulfuric acid In water at 150℃; for 24h; Stage #2: With sodium chloride In water	94%

: 41175-50-2
8-hydroxyjulolidine

: 2513-33-9
2-(2,4-dihydroxybenzoyl)benzoic acid

: 41175-47-7
2-(12-oxo-2,3,6,7-tetrahydro-1H,5H,12H-chromeno[2,3-f]pyrido[3,2,1-ij]quinolin-9-yl)benzoic acid

Conditions

Conditions	Yield
With trifluoroacetic acid at 95℃;	93%

: 85-44-9
phthalic anhydride

: 41175-50-2
8-hydroxyjulolidine

: 107070-67-7
2-(8-hydroxy-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline-9-carbonyl)benzoic acid

Conditions

Conditions	Yield
In benzene for 7h; Reflux;	92%
Stage #1: phthalic anhydride; 8-hydroxyjulolidine In toluene at 100℃; for 3h; Stage #2: With sodium hydroxide In water at 90℃; for 6h;	76%
In toluene for 24h; Reflux;	70%

: 41175-50-2
8-hydroxyjulolidine

: 5809-23-4
2'-Carboxy-4-diethylamino-2-hydroxybenzophenon

: 2-(12-(diethyliminio)-2,3,5,6,7,12-hexahydro-1H-chromeno[2,3-f]pyrido[3,2,1-ij]quinolin-9-yl)benzoate

Conditions

Conditions	Yield
With sulfuric acid In water at 140 - 145℃; for 5h;	92%

: 41175-50-2
8-hydroxyjulolidine

: fast black K salt hemi(zinc chloride) salt

: C26H26N6O5

Conditions

Conditions	Yield
In acetonitrile at 0 - 20℃; for 2h; pH=4;	89%

: 107070-67-7
2-(8-hydroxy-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline-9-carbonyl)benzoic acid

: 41175-50-2
8-hydroxyjulolidine

: 64339-18-0
rhodamine 101

Conditions

Conditions	Yield
With sulfuric acid In water at 110 - 140℃; for 2h;	89%

: 41175-50-2
8-hydroxyjulolidine

: 1969-44-4
diphenyl malonate

: 213481-01-7
9-hydroxy-2,3,6,7-tetrahydro-1H,5H,11H-pyrano[2,3-f]pyrido[3,2,1-ij]quinolin-11-one

Conditions

Conditions	Yield
In toluene for 4h; Reflux;	88%
In toluene for 4h; Reflux;	88%
In toluene at 100℃;	80.9%

: 41175-50-2
8-hydroxyjulolidine

: 124482-92-4
2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

: 1275594-52-9
C21H32N3O2P

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 0.5h; Inert atmosphere;	87%

: 41175-50-2
8-hydroxyjulolidine

: 5-carboxyphthalaldehydic acid

: 216699-35-3
5-carboxy-X-rhodamine

Conditions

Conditions	Yield
With oxygen In 2,2,2-trifluoroethanol at 75℃; for 21h; regioselective reaction;	87%
With oxygen In 2,2,2-trifluoroethanol at 75℃; for 21h;	87%

: 41175-50-2
8-hydroxyjulolidine

: 1846-76-0
ethyl coumarin-3-carboxylate

A: (6H,7H-[1]benzopyrano[3,4-c][1]benzopyran-6,7-dione)[2,3,4-i,j]-2,3,4,6,7,8-hexahydroquinolizine

B: 720-72-9
ethyl 2-oxo-3,4-dihydro-2H-chromen-3-carboxylate

Conditions

Conditions	Yield
at 140℃; for 1.5h;	A 86% B n/a

...Expand

: 41175-50-2
8-hydroxyjulolidine

: 82961-77-1
methyl 4-<(benzyloxycarbonyl)amino>-3-oxobutanoate

: 1361254-00-3
(10-oxo-2,3,5,6-tetrahydro-1H,4H,10H-11-oxa-3a-aza-benzo[de]anthracen-8-ylmethyl)carbamic acid benzyl ester

Conditions

Conditions	Yield
With triisopropoxytitanium(IV) chloride In toluene for 16h; Pechmann condensation; Reflux;	86%

: 41175-50-2
8-hydroxyjulolidine

: 30414-57-4
methyl 3-oxohept-6-enoate

: 9-(but-3-en-1-yl)-2,3,6,7-tetrahydro-1H,5H,11H-pyrano[2,3-f]pyrido[3,2,1-ij]quinolin-11-one

Conditions

Conditions	Yield
With triisopropoxytitanium(IV) chloride In hexane; toluene at 110℃; for 16h; Pechmann Condensation;	85%

: 41175-50-2
8-hydroxyjulolidine

: 529-20-4
2-methylphenyl aldehyde

: 9,9'-[(2-methylphenyl)methylene]bis(2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-8-ol)

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In propionic acid at 80 - 85℃; for 5h; Inert atmosphere;	84%

: 41175-50-2
8-hydroxyjulolidine

: 1-oxo-1,3-dihydro-3-hydroxy-2-benzofuran-5-carboxylic acid

: 194785-18-7
6-carboxy-X-rhodamine

Conditions

Conditions	Yield
With oxygen In 2,2,2-trifluoroethanol; water at 80℃; for 20h; regioselective reaction;	82%
With oxygen In 2,2,2-trifluoroethanol at 80℃; for 20h;	82%

: 41175-50-2
8-hydroxyjulolidine

: 929973-34-2
1-(1,3-benzothiazol-2-yl)-2,2,2-trifluoroethanone

: 921441-17-0
9-[1-(1,3-benzothiazol-2-yl)-2,2,2-trifluoro-1-hydroxyethyl]-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-8-ol

Conditions

Conditions	Yield
In toluene at 60℃; for 0.5h; regioselective reaction;	81%

: 50-00-0
formaldehyd

: 41175-50-2
8-hydroxyjulolidine

: 7,7'-methylenebis(2,3,6,7-tetrahydrobenzo[i,j]quinolizine-8,8'-diol) dihydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water at 5 - 60℃; for 6h;	81%

: 41175-50-2
8-hydroxyjulolidine

: C24H26N3O(1+)*ClO4(1-)

Conditions

Conditions	Yield
With magnesium(II) perchlorate; sodium nitrite In acetic anhydride 20 deg C; reflux, 30 min;	80%

: 41175-50-2
8-hydroxyjulolidine

: 456-27-9
4-nitrobenzenediazonium tetrafluoroborate

: (E)-9-((4-nitrophenyl)diazenyl)-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-8-ol

Conditions

Conditions	Yield
Stage #1: 8-hydroxyjulolidine With hydrogenchloride In methanol; water for 0.25h; Cooling with ice; Stage #2: 4-nitrobenzenediazonium tetrafluoroborate In methanol; water at 0℃; for 1.25h;	80%
Stage #1: 8-hydroxyjulolidine With hydrogenchloride In methanol; water at 0℃; for 0.25h; Stage #2: 4-nitrobenzenediazonium tetrafluoroborate In methanol; water at 0℃; for 1.25h;	80%

: 41175-50-2
8-hydroxyjulolidine

: 1140966-87-5
3-imino-6-bromo-1H-isoindol-1-one hydrochloride

: 1140966-94-4
C20H17BrN2O2

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 100 - 120℃; for 3h;	79%

: 41175-50-2
8-hydroxyjulolidine

: 30414-54-1
methyl 3-oxohexanoate

: 171205-10-0
8-propyl-2,3,5,6-tetrahydro-1H,4H-11-oxa-3a-aza-benzo[de]anthracen-10-one

Conditions

Conditions	Yield
With triisopropoxytitanium(IV) chloride In toluene for 16h; Pechmann condensation; Reflux;	79%

: 41175-50-2
8-hydroxyjulolidine

: 99017-63-7
methyl 5-<(benzyloxycarbonyl)amino>-3-oxopentanoate

: 1361253-97-5
[2-(10-oxo-2,3,5,6-tetrahydro-1H,4H,10H-11-oxa-3a-aza-benzo[de]anthracen-8-yl)ethyl]carbamic acid benzyl ester

Conditions

Conditions	Yield
With triisopropoxytitanium(IV) chloride In toluene for 16h; Pechmann condensation; Reflux;	79%

: 41175-50-2
8-hydroxyjulolidine

: C18H16N4O3

: C24H24N3O2(1+)*ClO4(1-)

Conditions

Conditions	Yield
With perchloric acid In N,N-dimethyl-formamide for 2.5h;	78.2%

8-Hydroxyjulolidine Chemical Properties

Following is the structure of 1H,5H-Benzo[ij]quinolizin-8-ol,2,3,6,7-tetrahydro- (CAS NO.41175-50-2):

Empirical Formula: C₁₂H₁₅NO
Molecular Weight: 189.2536 g/mol
EINECS: 255-247-9
Index of Refraction: 1.645
Molar Refractivity: 55.84 cm³
Molar Volume: 153.8 cm³
Density: 1.22 g/cm³
Flash Point: 213.5 °C
Melting point: 132-134 °C(lit.)
Surface Tension: 57 dyne/cm
Enthalpy of Vaporization: 64.62 kJ/mol
Boiling Point: 374.4 °C at 760 mmHg
Vapour Pressure: 3.88E-06 mmHg at 25 °C
Appearance: pink to beige or brown fine crystalline powder
Canonical SMILES: C1CC2=C3C(=C(C=C2)O)CCCN3C1
InChI: InChI=1S/C12H15NO/c14-11-6-5-9-3-1-7-13-8-2-4-10(11)12(9)13/h5-6,14H,1-4,7-8H2
InChIKey: FOFUWJNBAQJABO-UHFFFAOYSA-N

8-Hydroxyjulolidine Toxicity Data With Reference

H,5H-Benzo[ij]quinolizin-8-ol,2,3,6,7-tetrahydro- (CAS NO.41175-50-2) hasn't been listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.

8-Hydroxyjulolidine Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-37/39-26-36
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
S37/39:Wear suitable gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 3
F: 10

8-Hydroxyjulolidine Specification

1H,5H-Benzo[ij]quinolizin-8-ol,2,3,6,7-tetrahydro- , its cas register number is 41175-50-2. It also can be called 2,3,6,7-Tetrahydro-1H,5H-benzo(ij)quinolizin-8-ol ; and 8-Hydroxyjulolidine .
1H,5H-Benzo[ij]quinolizin-8-ol,2,3,6,7-tetrahydro- (CAS NO.41175-50-2) could be stable under normal temperatures and pressures. It should avoid the condition like incompatible materials. It is not compatible with strong oxidizing agents. And also prevent it to broken down into hazardous decomposition products: irritating and toxic fumes and gases. However, its hazardous polymerization has not been reported.

Product Name

8-HYDROXYJULOLIDINE

Synthetic route

8-Hydroxyjulolidine Chemical Properties

8-Hydroxyjulolidine Toxicity Data With Reference

8-Hydroxyjulolidine Safety Profile

8-Hydroxyjulolidine Specification

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