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92-83-1

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92-83-1 Usage

Chemical Properties

solid

Uses

Different sources of media describe the Uses of 92-83-1 differently. You can refer to the following data:
1. Xanthene is useful for the preparation of CoIV-?Dinitrate Complex.
2. Organic synthesis, fungicide.

Definition

Different sources of media describe the Definition of 92-83-1 differently. You can refer to the following data:
1. The central structure of the fluoroscein, eosin, and rhodamine dyes.
2. A yellow crystalline organic compound, used in making dyestuffs and fungicides.
3. xanthene: A heterocyclic compoundhaving three fused rings withone oxygen atom, C13H10O; m.p.101–102°C b.p. 310–312°C. The ringstructure is present in a class of xanthene dyes.

General Description

Xanthene (10H-9-oxaanthracene) is a heterocyclic compound generally used as an important building block in organic synthesis. It is a core moiety of many dyes like?fluorescein, eosins, and rhodamines.

Purification Methods

Crystallise dibenzopyran from *benzene, MeOH or EtOH. [Beilstein 17 H 73, 17 I 30, 17 II 72, 17 III/IV 614, 17/2 V 252.]

Check Digit Verification of cas no

The CAS Registry Mumber 92-83-1 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 2 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 92-83:
(4*9)+(3*2)+(2*8)+(1*3)=61
61 % 10 = 1
So 92-83-1 is a valid CAS Registry Number.
InChI:InChI=1/C13H10O/c1-3-7-12-10(5-1)9-11-6-2-4-8-13(11)14-12/h1-8H,9H2

92-83-1 Well-known Company Product Price

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  • (Code)Product description
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  • Packaging
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  • Detail
  • Aldrich

  • (X201)  Xanthene  99%

  • 92-83-1

  • X201-5G

  • 335.79CNY

  • Detail
  • Aldrich

  • (X201)  Xanthene  99%

  • 92-83-1

  • X201-100G

  • 3,037.32CNY

  • Detail

92-83-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 9H-xanthene

1.2 Other means of identification

Product number -
Other names Xanthane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:92-83-1 SDS

92-83-1Synthetic route

xanth-9-one
90-47-1

xanth-9-one

xanthene
92-83-1

xanthene

Conditions
ConditionsYield
With molybdenum trisulfide; hydrogen In octane at 240℃; under 75006 Torr; for 1.5h;98%
Stage #1: xanth-9-one With aluminum (III) chloride; lithium aluminium tetrahydride
Stage #2: Acidic conditions;
94%
With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene at 23 - 60℃; for 3h; Solvent; Temperature; Inert atmosphere;90%
9-hydroxyxanthene
90-46-0

9-hydroxyxanthene

aniline
62-53-3

aniline

A

xanthene
92-83-1

xanthene

B

xanth-9-one
90-47-1

xanth-9-one

C

phenyl-xanthen-9-yl-amine
33564-61-3

phenyl-xanthen-9-yl-amine

Conditions
ConditionsYield
methyltrioxorhenium(VII) In benzene for 48h; Ambient temperature;A n/a
B n/a
C 96%
9H-xanthene-9-thione
492-21-7

9H-xanthene-9-thione

xanthene
92-83-1

xanthene

Conditions
ConditionsYield
With phenylphosphane at 140℃; for 10h;93%
With disodium telluride In tetrahydrofuran; N,N-dimethyl-formamide for 48h; Heating;82%
With diphosphorus tetraiodide In benzene for 9h; Heating;56%
2-(phenoxy)benzaldehyde
19434-34-5

2-(phenoxy)benzaldehyde

xanthene
92-83-1

xanthene

Conditions
ConditionsYield
With indium(III) triflate In di-isopropyl ether at 95℃; for 24h; Inert atmosphere; Sealed tube;86%
With titanium tetrachloride In dichloromethane at 20℃; for 24h;85%
10H-dibenzo[b,e]iodinin-5-ium trifluoromethanesulfonate

10H-dibenzo[b,e]iodinin-5-ium trifluoromethanesulfonate

xanthene
92-83-1

xanthene

Conditions
ConditionsYield
With water; copper diacetate; sodium carbonate In N,N-dimethyl-formamide at 100℃; for 12h; Inert atmosphere; Sealed tube;85%
2,7-di-tert-butyl-xanthene
190837-45-7

2,7-di-tert-butyl-xanthene

A

2-tert-butylxanthene
38731-86-1

2-tert-butylxanthene

B

xanthene
92-83-1

xanthene

Conditions
ConditionsYield
With Nafion-H; toluene for 24h; Heating;A n/a
B 80%
9-hydroxyxanthene
90-46-0

9-hydroxyxanthene

A

xanthene
92-83-1

xanthene

B

xanth-9-one
90-47-1

xanth-9-one

Conditions
ConditionsYield
With manganese triacetate In acetic acid for 2h; Heating;A 17%
B 73%
With iodine In acetonitrile at 20℃; for 0.0833333h;A 43%
B 42%
With 2-oxoindole; 1,3-dichloro-1,1,3,3-tetrabutylstannoxane In dichloromethane at 20℃; for 10h;A 42%
B 13%
9-hydroxyxanthene
90-46-0

9-hydroxyxanthene

tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

A

xanthene
92-83-1

xanthene

B

xanth-9-one
90-47-1

xanth-9-one

C

(tert-butyl)xanthyl peroxy-ether
71269-25-5

(tert-butyl)xanthyl peroxy-ether

D

dixanthyl ether
6538-19-8

dixanthyl ether

Conditions
ConditionsYield
With 2-Picolinic acid In pyridine; acetic acid at 20℃; for 1h; Title compound not separated from byproducts;A 22%
B 66%
C 34%
D 18%
9-hydroxyxanthene
90-46-0

9-hydroxyxanthene

A

xanthene
92-83-1

xanthene

B

xanth-9-one
90-47-1

xanth-9-one

C

(tert-butyl)xanthyl peroxy-ether
71269-25-5

(tert-butyl)xanthyl peroxy-ether

D

dixanthyl ether
6538-19-8

dixanthyl ether

Conditions
ConditionsYield
With 2-Picolinic acid; tert.-butylhydroperoxide In pyridine; acetic acid at 20℃; for 1h; Title compound not separated from byproducts;A 22%
B 66%
C 34%
D 18%
bis(2-oxocyclohexyl)methane
3137-39-1

bis(2-oxocyclohexyl)methane

A

xanthene
92-83-1

xanthene

B

o-(α-cyclohexylmethyl)phenol
5899-19-4

o-(α-cyclohexylmethyl)phenol

Conditions
ConditionsYield
platinum on activated charcoal at 340 - 360℃;A 65%
B 3.6%
4-morpholinecarboxaldehyde
4394-85-8

4-morpholinecarboxaldehyde

2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

A

xanthene
92-83-1

xanthene

B

xanth-9-one
90-47-1

xanth-9-one

C

CF3O3S(1-)*C20H26N3O2(1+)

CF3O3S(1-)*C20H26N3O2(1+)

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 20℃; for 14h;A 15%
B 23%
C 62%
2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

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

N,N-dimethyl-formamide

A

xanthene
92-83-1

xanthene

B

xanth-9-one
90-47-1

xanth-9-one

C

CF3O3S(1-)*C16H22N3(1+)

CF3O3S(1-)*C16H22N3(1+)

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 20℃; for 13h;A 16%
B 24%
C 62%
Xanthylium perchlorate
2567-19-3

Xanthylium perchlorate

xanthene
92-83-1

xanthene

Conditions
ConditionsYield
With 1,3-benzodithiole In tetrahydrofuran at 80℃;60%
With N-ethyl-N,N-diisopropylamine In pyridine for 1h; Heating;57%
With N-ethyl-N,N-diisopropylamine Mechanism;
Multi-step reaction with 2 steps
2: 56 percent / diisopropylethylamine / pyridine / 1 h / Heating
View Scheme
With isopropyl alcohol In acetonitrile at 60℃; Kinetics; Reagent/catalyst;
2,7-di-tert-butyl-xanthene
190837-45-7

2,7-di-tert-butyl-xanthene

A

xanthene
92-83-1

xanthene

B

xanth-9-one
90-47-1

xanth-9-one

Conditions
ConditionsYield
With aluminium trichloride; toluene for 12h; Ambient temperature;A 60%
B 25%
N,N-dimethylthioformamide
758-16-7

N,N-dimethylthioformamide

2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

A

xanthene
92-83-1

xanthene

B

xanth-9-one
90-47-1

xanth-9-one

C

diphenyl sulfide
139-66-2

diphenyl sulfide

D

CF3O3S(1-)*C16H22N3(1+)

CF3O3S(1-)*C16H22N3(1+)

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 20℃; for 13h;A 10%
B 12%
C 60%
D 60%
9-hydroxyxanthene
90-46-0

9-hydroxyxanthene

3-phenyloxindole
3456-79-9, 123742-97-2

3-phenyloxindole

A

xanthene
92-83-1

xanthene

B

xanth-9-one
90-47-1

xanth-9-one

C

C27H19NO2

C27H19NO2

Conditions
ConditionsYield
With 1,3-bis(3,5-bis(trifluoro-ethyl)phenyl)thiourea In dichloromethane at 20℃; for 24h; Reagent/catalyst;A n/a
B n/a
C 59%
xanth-9-one
90-47-1

xanth-9-one

A

9-hydroxyxanthene
90-46-0

9-hydroxyxanthene

B

xanthene
92-83-1

xanthene

Conditions
ConditionsYield
With potassium hydroxide; zinc In dimethyl sulfoxide at 30℃;A 58.5%
B 37%
With potassium hydroxide; zinc In dimethyl sulfoxide at 30℃;A 58%
B 37.5%
With iodine; magnesium In methanol at 20℃; for 2.5h;A 33%
B 22%
With sodium tetrahydroborate; nickel dichloride In tetrahydrofuran at 20℃; for 4h;A n/a
B 32%
(9H-xanthene-9-yl) triphenyl phosphonium perchlorate
22730-67-2

(9H-xanthene-9-yl) triphenyl phosphonium perchlorate

xanthene
92-83-1

xanthene

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In pyridine for 1h; Heating;56%
cyclohexenone
930-68-7

cyclohexenone

salicylaldehyde
90-02-8

salicylaldehyde

xanthene
92-83-1

xanthene

Conditions
ConditionsYield
With scandium tris(trifluoromethanesulfonate) In chlorobenzene at 180℃; for 0.5h; Microwave irradiation;56%
9-hydroxyxanthene
90-46-0

9-hydroxyxanthene

xanthene
92-83-1

xanthene

Conditions
ConditionsYield
With gallium(III) triflate; isopropyl alcohol for 12h; Glovebox; Reflux;54%
With iodine; magnesium In methanol at 20℃; for 0.75h;
1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

monomethyl 2-(9-xanthenyl)malonate
887583-30-4

monomethyl 2-(9-xanthenyl)malonate

A

xanthene
92-83-1

xanthene

B

xanth-9-one
90-47-1

xanth-9-one

C

2-methoxycarbonyl-4,4-diphenyl-2-(9-xanthenyl)-4-butanolide
1152712-90-7

2-methoxycarbonyl-4,4-diphenyl-2-(9-xanthenyl)-4-butanolide

D

10-(methoxycarbonyl)dibenzoxepin
141221-89-8

10-(methoxycarbonyl)dibenzoxepin

Conditions
ConditionsYield
With manganese triacetate In acetic acid for 0.166667h; Reflux;A 5%
B 12%
C 31%
D 51%

A

3,4-dimethylthiophene
632-15-5

3,4-dimethylthiophene

B

xanthene
92-83-1

xanthene

C

2,3-Dimethyl-2-butene
563-79-1

2,3-Dimethyl-2-butene

D

9H-xanthene-9-thione
492-21-7

9H-xanthene-9-thione

E

9,9'-bixanthene
4381-14-0

9,9'-bixanthene

F

2,3-dimethyl-buta-1,3-diene
513-81-5

2,3-dimethyl-buta-1,3-diene

Conditions
ConditionsYield
at 240 - 260℃; for 0.333333h; Product distribution;A 23 % Spectr.
B 25%
C 8 % Spectr.
D 50%
E 18%
F 26 % Spectr.

A

xanthene
92-83-1

xanthene

B

9H-xanthene-9-thione
492-21-7

9H-xanthene-9-thione

C

9,9'-bixanthene
4381-14-0

9,9'-bixanthene

D

2,3-dimethyl-buta-1,3-diene
513-81-5

2,3-dimethyl-buta-1,3-diene

Conditions
ConditionsYield
at 240 - 260℃; for 0.333333h; Further byproducts given;A 25%
B 50%
C 18%
D 26 % Spectr.
9-xanthylium
261-23-4

9-xanthylium

xanthene
92-83-1

xanthene

Conditions
ConditionsYield
With 1-Benzyl-1,4-dihydronicotinamide In water; acetonitrile at 25℃; Kinetics; Thermodynamic data; Mechanism; pH=6.90, ionic strength of 1.0; ΔH(excit.), ΔS(excit.); various reagents are used;50%
With potassium chloride; 1,4-dihydropyridine-1-phenyl-3-carboxamide In phosphate buffer; acetonitrile at 25℃; pH=6.90; Kinetics; Further Variations:; Reagents;
With 1,4-dihydropyridine-1-phenyl-3-carboxamide In water; acetonitrile at 20℃; for 16h;
monomethyl 2-(9-xanthenyl)malonate
887583-30-4

monomethyl 2-(9-xanthenyl)malonate

A

xanthene
92-83-1

xanthene

B

xanth-9-one
90-47-1

xanth-9-one

C

10-(methoxycarbonyl)dibenzoxepin
141221-89-8

10-(methoxycarbonyl)dibenzoxepin

Conditions
ConditionsYield
With water; manganese triacetate; copper(ll) bromide In acetic acid for 0.0833333h; Reflux;A 23%
B 25%
C 49%
salicylaldehyde
90-02-8

salicylaldehyde

2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

A

xanthene
92-83-1

xanthene

B

xanth-9-one
90-47-1

xanth-9-one

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 20℃; for 15h;A 42%
B 46%
2-(phenoxy)benzaldehyde
19434-34-5

2-(phenoxy)benzaldehyde

A

xanthene
92-83-1

xanthene

B

xanth-9-one
90-47-1

xanth-9-one

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 20℃; for 24h;A 42%
B 45.4%
7-(4-Aminophenyl)-1,3,5-cycloheptatrien
54099-03-5

7-(4-Aminophenyl)-1,3,5-cycloheptatrien

Xanthylium perchlorate
2567-19-3

Xanthylium perchlorate

A

xanthene
92-83-1

xanthene

B

N-[4-(cyclohepta-2,4,6-trien-1-yl)phenyl]-9H-xanthen-9-imine

N-[4-(cyclohepta-2,4,6-trien-1-yl)phenyl]-9H-xanthen-9-imine

Conditions
ConditionsYield
With 1H-imidazole In tetrahydrofuran at 20℃; for 2.5h;A n/a
B 44%

A

3,4-dimethylthiophene
632-15-5

3,4-dimethylthiophene

B

xanthene
92-83-1

xanthene

C

9,9'-bixanthene
4381-14-0

9,9'-bixanthene

D

3,4-Dimethyl-2-(9'-xanthenyl)thiophen
74250-10-5

3,4-Dimethyl-2-(9'-xanthenyl)thiophen

Conditions
ConditionsYield
In benzene for 10h; Product distribution; Heating;A n/a
B n/a
C n/a
D 38%
In benzene for 10h; Heating;A n/a
B n/a
C n/a
D 38%
2-hydroxytricyclo[7.3.1.02.7]tridecan-13-one
2544-00-5

2-hydroxytricyclo[7.3.1.02.7]tridecan-13-one

A

xanthene
92-83-1

xanthene

B

o-Benzylphenol
28994-41-4

o-Benzylphenol

Conditions
ConditionsYield
platinum on activated charcoal at 280 - 300℃;A 32%
B 35%
xanthene
92-83-1

xanthene

xanth-9-one
90-47-1

xanth-9-one

Conditions
ConditionsYield
With tert.-butylhydroperoxide; pentafluorobenzeneseleninic acid In benzene for 4h; Heating;100%
With aluminum oxide; potassium permanganate at 120℃; for 0.2h; Irradiation;100%
With potassium permanganate; manganese(II) sulfate In dichloromethane at 20℃; for 24h;100%
xanthene
92-83-1

xanthene

trans-2-methyl-3-phenyl-1-tosylaziridine

trans-2-methyl-3-phenyl-1-tosylaziridine

ε-9-<2-Methyl-1-phenyl-2-(tosylamino)ethyl>xanthene

ε-9-<2-Methyl-1-phenyl-2-(tosylamino)ethyl>xanthene

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran for 0.05h; Ambient temperature;99%
xanthene
92-83-1

xanthene

1-ethyl-4-phenylquinazolin-2(1H)-one
26831-07-2

1-ethyl-4-phenylquinazolin-2(1H)-one

1-Ethyl-4-phenyl-4-(9H-xanthen-9-yl)-3,4-dihydro-1H-quinazolin-2-one
128487-79-6

1-Ethyl-4-phenyl-4-(9H-xanthen-9-yl)-3,4-dihydro-1H-quinazolin-2-one

Conditions
ConditionsYield
In benzene for 15h; Ambient temperature; Irradiation;99%
xanthene
92-83-1

xanthene

cyclohexanecarbaldehyde
2043-61-0

cyclohexanecarbaldehyde

cyclohexyl-(9H-xanthen-9-yl)-methanol

cyclohexyl-(9H-xanthen-9-yl)-methanol

Conditions
ConditionsYield
Stage #1: xanthene With n-butyllithium at -50℃;
Stage #2: cyclohexanecarbaldehyde
99%
xanthene
92-83-1

xanthene

1-bromo-4-tert-butylbenzene
3972-65-4

1-bromo-4-tert-butylbenzene

9-(4-tert-butylphenyl)xanthene
1393444-71-7

9-(4-tert-butylphenyl)xanthene

Conditions
ConditionsYield
With KN(SiMe3)2; palladium diacetate; nixantphos In cyclopentyl methyl ether at 24℃; for 12h; Inert atmosphere;99%
With bis(1,5-cyclooctadiene)nickel (0); sodium hexamethyldisilazane; nixantphos at 110℃; for 16h;81%
xanthene
92-83-1

xanthene

cis-2,3-diphenyl-N-benzenesulphonylaziridine
110143-77-6

cis-2,3-diphenyl-N-benzenesulphonylaziridine

θ-9-<2-<(Phenylsulfonyl)amino>-1,2-diphenylethyl>xanthene

θ-9-<2-<(Phenylsulfonyl)amino>-1,2-diphenylethyl>xanthene

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran for 0.0833333h; Ambient temperature;98%
xanthene
92-83-1

xanthene

4-(p-tolyl)-1H-[1,2,3]triazole
5301-96-2

4-(p-tolyl)-1H-[1,2,3]triazole

4-(p-tolyl)-1-(9H-xanthen-9-yl)-1H-1,2,3-triazole

4-(p-tolyl)-1-(9H-xanthen-9-yl)-1H-1,2,3-triazole

Conditions
ConditionsYield
With methanesulfonic acid; tetrabutylammonium tetrafluoroborate In acetonitrile at 20℃; for 2h; Electrochemical reaction;98%
xanthene
92-83-1

xanthene

3-phenyldibenzo[b,d]thiophene 5,5-dioxide

3-phenyldibenzo[b,d]thiophene 5,5-dioxide

2-phenylspiro[fluorene-9,9'-xanthene]

2-phenylspiro[fluorene-9,9'-xanthene]

Conditions
ConditionsYield
With potassium hexamethylsilazane In 1,4-dioxane; toluene at 80℃; for 16h; Inert atmosphere;97%
xanthene
92-83-1

xanthene

3,7-diphenyldibenzo[b,d]thiophene 5,5-dioxide

3,7-diphenyldibenzo[b,d]thiophene 5,5-dioxide

2,7-diphenylspiro[fluorene-9,9'-xanthene]

2,7-diphenylspiro[fluorene-9,9'-xanthene]

Conditions
ConditionsYield
With potassium hexamethylsilazane In 1,4-dioxane; toluene at 80℃; for 16h; Inert atmosphere;97%
1,2,4-Triazole
288-88-0

1,2,4-Triazole

xanthene
92-83-1

xanthene

1-(9H-xanthen-9-yl)-1H-1,2,4-triazole

1-(9H-xanthen-9-yl)-1H-1,2,4-triazole

Conditions
ConditionsYield
With dibenzoyl peroxide In 1,2-dichloro-ethane at 80℃; for 6h; Schlenk technique;97%
With tetrabutylammonium perchlorate In acetonitrile at 23℃; for 2.9h; Electrochemical reaction;94%
1,2,3-Benzotriazole
95-14-7

1,2,3-Benzotriazole

xanthene
92-83-1

xanthene

1-(9H-xanthen-9-yl)-1H-benzo[d][1,2,3]triazole
150458-04-1

1-(9H-xanthen-9-yl)-1H-benzo[d][1,2,3]triazole

Conditions
ConditionsYield
With dibenzoyl peroxide In 1,2-dichloro-ethane at 80℃; for 6h; Mechanism; Reagent/catalyst; Solvent; Temperature; Schlenk technique;96%
With tetrabutylammonium perchlorate In acetonitrile at 23℃; for 3.1h; Electrochemical reaction;78%
With methanesulfonic acid; tetrabutylammonium tetrafluoroborate In acetonitrile at 20℃; for 2h; Electrochemical reaction;72%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene for 2h; Heating;20%
xanthene
92-83-1

xanthene

1-cinnamoyl-2,2-dimethylaziridine
126437-19-2

1-cinnamoyl-2,2-dimethylaziridine

N-(2-Methyl-allyl)-3-phenyl-3-(9H-xanthen-9-yl)-propionamide

N-(2-Methyl-allyl)-3-phenyl-3-(9H-xanthen-9-yl)-propionamide

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran for 24h; Ambient temperature;96%
xanthene
92-83-1

xanthene

1-methyl-4-phenyl-1,2-dihydroquinazol-2-one
17629-04-8

1-methyl-4-phenyl-1,2-dihydroquinazol-2-one

1-Methyl-4-phenyl-4-(9H-xanthen-9-yl)-3,4-dihydro-1H-quinazolin-2-one
128487-74-1

1-Methyl-4-phenyl-4-(9H-xanthen-9-yl)-3,4-dihydro-1H-quinazolin-2-one

Conditions
ConditionsYield
In benzene Product distribution; Mechanism; Ambient temperature; Irradiation; other hydrogen donors; other solvents and reaction time; also with addition of t-stilbene;96%
In benzene for 15h; Ambient temperature; Irradiation;96%
xanthene
92-83-1

xanthene

diethyl malonate
105-53-3

diethyl malonate

9-(1'-ethoxycarbonyl-2'-oxo-3'-oxapent-1'-yl)xanthene
13210-18-9

9-(1'-ethoxycarbonyl-2'-oxo-3'-oxapent-1'-yl)xanthene

Conditions
ConditionsYield
With oxygen at 25℃; for 12h; Irradiation;96%
With trifluorormethanesulfonic acid; oxygen In dichloromethane at 20 - 25℃; under 45004.5 Torr; for 64h; Autoclave;39%
With trifluorormethanesulfonic acid; oxygen In dichloromethane at 20 - 25℃; under 45004.5 Torr; for 144h;39%
1,2,3-trimethoxybenzene
621-23-8

1,2,3-trimethoxybenzene

xanthene
92-83-1

xanthene

9-(2',4',6'-trimethoxyphenyl)-9H-xanthene
102599-53-1

9-(2',4',6'-trimethoxyphenyl)-9H-xanthene

Conditions
ConditionsYield
With tert.-butylhydroperoxide; methanesulfonic acid In decane; acetone at 40℃; for 18h; Solvent;96%
With trifluorormethanesulfonic acid; oxygen In dichloromethane at 70℃; under 75007.5 Torr; for 24h;80%
With palladium diacetate; copper(II) bis(trifluoromethanesulfonate) at 130℃; for 3h;45%
xanthene
92-83-1

xanthene

N-(phenylthio)succinimide
14204-24-1

N-(phenylthio)succinimide

2-(phenylthio)-9H-xanthene
1541160-54-6

2-(phenylthio)-9H-xanthene

Conditions
ConditionsYield
With palladium diacetate; trifluoroacetic acid at 20℃; for 0.75h;96%
xanthene
92-83-1

xanthene

4-t-butylbenzenethiol
2396-68-1

4-t-butylbenzenethiol

9-[(4-tert-butylphenyl)sulfanyl]-9H-xanthene

9-[(4-tert-butylphenyl)sulfanyl]-9H-xanthene

Conditions
ConditionsYield
With air In ethanol at 20℃; for 24h; Green chemistry;96%
With air In ethanol at 20℃; for 24h; Schlenk technique;96%
4-ethoxycarbonylpyrazole
37622-90-5

4-ethoxycarbonylpyrazole

xanthene
92-83-1

xanthene

ethyl 1-(9H-xanthen-9-yl)-1H-pyrazole-4-carboxylate

ethyl 1-(9H-xanthen-9-yl)-1H-pyrazole-4-carboxylate

Conditions
ConditionsYield
With dibenzoyl peroxide In 1,2-dichloro-ethane at 80℃; for 6h; Schlenk technique;96%
xanthene
92-83-1

xanthene

acetyl chloride
75-36-5

acetyl chloride

2,7-diacetylxanthene
55389-88-3

2,7-diacetylxanthene

Conditions
ConditionsYield
With aluminium trichloride In 1,2-dichloro-ethane for 3h; Ambient temperature;95%
With carbon disulfide; aluminium trichloride
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

xanthene
92-83-1

xanthene

trimethyl(9H-xanthen-9-yl)silane
67274-34-4

trimethyl(9H-xanthen-9-yl)silane

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane for 2h; Ambient temperature;95%
With n-butyllithium In diethyl ether81%
Stage #1: xanthene With n-butyllithium In tetrahydrofuran at -78℃; for 2h; Inert atmosphere;
Stage #2: chloro-trimethyl-silane In tetrahydrofuran for 3h; Inert atmosphere;
70%
trimethylene oxide
503-30-0

trimethylene oxide

xanthene
92-83-1

xanthene

3-(9H-xanthen-9-yl)-propan-1-ol
648928-44-3

3-(9H-xanthen-9-yl)-propan-1-ol

Conditions
ConditionsYield
Stage #1: xanthene With n-butyllithium at 20℃; for 1h;
Stage #2: trimethylene oxide
95%
xanthene
92-83-1

xanthene

1-phenyl-acetone
103-79-7

1-phenyl-acetone

rac-9-(1'-phenyl-2'-oxoprop-1'-yl)xanthene
71312-30-6

rac-9-(1'-phenyl-2'-oxoprop-1'-yl)xanthene

Conditions
ConditionsYield
With methanesulfonic acid; oxygen at 40℃; under 750.075 Torr; for 5h; Neat (no solvent); Sealed vial;95%
xanthene
92-83-1

xanthene

3,7-dimethoxydibenzo[b,d]thiophene 5,5-dioxide

3,7-dimethoxydibenzo[b,d]thiophene 5,5-dioxide

2,7-dimethoxyspiro[fluorene-9,9'-xanthene]

2,7-dimethoxyspiro[fluorene-9,9'-xanthene]

Conditions
ConditionsYield
With potassium hexamethylsilazane In 1,4-dioxane; toluene at 80℃; for 16h; Inert atmosphere;95%
2,6-dimethylbenzene-1-thiol
118-72-9

2,6-dimethylbenzene-1-thiol

xanthene
92-83-1

xanthene

9-((2,6-dimethylphenyl)thio)-9H-xanthene

9-((2,6-dimethylphenyl)thio)-9H-xanthene

Conditions
ConditionsYield
With air In ethanol at 20℃; for 24h; Green chemistry;95%
xanthene
92-83-1

xanthene

3,4-dimethylthiophenol
18800-53-8

3,4-dimethylthiophenol

9-((3,4-dimethylphenyl)thio)-9H-xanthene

9-((3,4-dimethylphenyl)thio)-9H-xanthene

Conditions
ConditionsYield
With air In ethanol at 20℃; for 24h; Green chemistry;95%
NH-pyrazole
288-13-1

NH-pyrazole

xanthene
92-83-1

xanthene

1-(9H-xanthen-9-yl)-1H-pyrazole

1-(9H-xanthen-9-yl)-1H-pyrazole

Conditions
ConditionsYield
With dibenzoyl peroxide In 1,2-dichloro-ethane at 80℃; for 6h; Schlenk technique;95%
xanthene
92-83-1

xanthene

2,7-dibromo-9H-xanthene
40102-87-2

2,7-dibromo-9H-xanthene

Conditions
ConditionsYield
With bromine; acetic anhydride; acetic acid at 20℃; for 2h; Inert atmosphere; Cooling with ice;94%
With bromine In chloroform38.1%
xanthene
92-83-1

xanthene

cyclohexanone
108-94-1

cyclohexanone

(±)-9-(1'-oxo-2'-cyclohexyl)xanthene
71312-27-1

(±)-9-(1'-oxo-2'-cyclohexyl)xanthene

Conditions
ConditionsYield
With methanesulfonic acid; oxygen at 40℃; under 750.075 Torr; for 36h; Neat (no solvent); Sealed vial;94%
With oxygen at 40℃; for 24h; Sealed tube;91%
With oxygen at 25℃; for 3h; Reagent/catalyst; Wavelength; Temperature; Irradiation;91%
With methanesulfonic acid; tetrabutylammonium tetrafluoroborate In methanol; acetonitrile at 20℃; for 2h; Electrochemical reaction;68%

92-83-1Relevant articles and documents

Carbenium Ions in Substitution Reactions at the Amino Nitrogen Atom

Yunnikova,Esenbaeva

, (2018)

Tropylium, xanthylium, and tritylium salts characterized by different stabilities differently reacted with biologically active amines. The reactions of tropylium perchlorate and tetrafluoroborate with 4-(cyclohepta-2,4,6-trien-1-yl)aniline was accompanied

Method for reducing carbonyl reduction to methylene under illumination

-

Paragraph 0033-0038; 0135-0139, (2021/09/29)

The invention belongs to the technical field of organic chemical synthesis. The method comprises the following steps: (1) mixing the carbonyl compound and the amine compound in a solvent, reacting 3 - 6 under the illumination of 380 - 456 nm, the reaction system is low in toxicity, high in atom utilization rate 12 - 24h. and production efficiency, safe and controllable in reaction process and capable of simplifying the operation in the preparation and production process. At the same time, the residue toxicity of the reaction is minimized, the pollution caused by the production process to the environment is reduced, and the steps and operations of removing residues after the reaction are simplified. In addition, the reactant feedstock is readily available. The reactant does not need additional modification before the reaction, can be directly used for preparing production, simplifies the operation steps, and shortens the reaction route. The production cost is obviously reduced.

Formation and Disproportionation of Xanthenols to Xanthenes and Xanthones and Their Use in Synthesis

Shi, Zeyu,Chen, Si,Xiao, Qiong,Yin, Dali

, p. 3334 - 3343 (2021/02/05)

A facile and versatile strategy employing TiCl4-mediated cyclization followed by a Cannizzaro reaction has been developed for the synthesis of various xanthene derivatives. The reaction proceeded smoothly to afford both xanthenes/xanthones or their sulfur derivatives and tolerated a wide range of electronically diverse substrates. Using this methodology, pranoprofen was synthesized in three steps in 59% overall yield from commercially available starting materials.

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