CAS No.54711-39-6,7-(DiethylaMino)couMarin-3-carbaldehyde Suppliers

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Nanjing Raymon Biotech Co., Ltd.

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2H-1-Benzopyran-4-carboxaldehyde, 7-(diethylamino)-2-oxo-Appearance:Off white to slight yellow solid Storage:Stored in shaded, cool and dry places Package:1L 5L 10L 25L bottle Application:pharma intermediate Transportation:Handle with cares to avoid

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Synthetic route

: C17H22N2O2

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

Conditions

Conditions	Yield
With sodium periodate In tetrahydrofuran; water at 20℃; for 2h;	96.9%
With sodium periodate In tetrahydrofuran; water at 20℃;	75%
With sodium periodate In tetrahydrofuran; water at 20℃; for 1h;	43%
With sodium periodate In tetrahydrofuran; water at 20℃; for 1h;	43%

: (E)-7-(diethylamino)-4-[2-(dimethylamino)vinyl]-2H-chromen-2-one

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

Conditions

Conditions	Yield
With sodium periodate In tetrahydrofuran; water at 20℃; for 1.5h;	80%
With sodium periodate In tetrahydrofuran; water at 20℃; for 1.5h;	75%

: 91-44-1
7-diethylamino-4-methylcoumarin

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

Conditions

Conditions	Yield
With selenium(IV) oxide In toluene for 48h; Reflux; Inert atmosphere;	79.2%
With selenium(IV) oxide In 5,5-dimethyl-1,3-cyclohexadiene for 12h; Reflux;	63%
With selenium(IV) oxide In 5,5-dimethyl-1,3-cyclohexadiene Reflux;	61%

: 67-56-1
methanol

: 88861-43-2
4-(diazomethyl)-7-(diethylamino)coumarin

A: 1427703-97-6
C15H19NO3

B: C15H19NO3

C: C15H19NO3

D: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

E: 54711-38-5
7-(diethylamino)-4-(hydroxymethyl)-2H-chromen-2-one

Conditions

Conditions	Yield
With water at 20℃; for 48h; Irradiation; Photolysis;	A 19% B 2.3% C 38% D 35% E 3.3%

...Expand

: 91-44-1
7-diethylamino-4-methylcoumarin

A: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

B: 54711-38-5
7-(diethylamino)-4-(hydroxymethyl)-2H-chromen-2-one

C: 54711-40-9
7-(diethylamino)-4-carboxy coumarin

Conditions

Conditions	Yield
With oxygen In ethanol Mechanism; Quantum yield; Irradiation; variation of concentration;

...Expand

: 91-68-9
3-diethylaminophenol

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: zinc(II) chloride / neat (no solvent) / 0.5 h / 50 °C / Milling 2: selenium(IV) oxide / 5,5-dimethyl-1,3-cyclohexadiene / 12 h / Reflux View Scheme
Multi-step reaction with 5 steps 1: toluene / 16 h / 110 °C 2: triethylamine / dichloromethane / 2 h / -20 °C / Inert atmosphere 3: bis(η3-allyl-μ-chloropalladium(II)); triphenylphosphine / tetrahydrofuran / 2 h / 60 °C / Reflux 4: hexane; water; 1,4-dioxane / 0.08 h / 24 - 26 °C 5: sodium periodate / hexane; water; 1,4-dioxane / 2 h / 24 - 26 °C View Scheme
Multi-step reaction with 2 steps 1: zinc(II) chloride / neat (no solvent, solid phase) / 0.5 h / 50 °C / Milling 2: selenium(IV) oxide / 5,5-dimethyl-1,3-cyclohexadiene / Reflux View Scheme
Multi-step reaction with 2 steps 1: zinc(II) chloride / ethanol / 5 h / Reflux 2: selenium(IV) oxide / 5,5-dimethyl-1,3-cyclohexadiene / 10 h / Reflux View Scheme

: 64369-55-7
7-(diethylamino)-4-hydroxy-2H-chromen-2-one

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: triethylamine / dichloromethane / 2 h / -20 °C / Inert atmosphere 2: bis(η3-allyl-μ-chloropalladium(II)); triphenylphosphine / tetrahydrofuran / 2 h / 60 °C / Reflux 3: hexane; water; 1,4-dioxane / 0.08 h / 24 - 26 °C 4: sodium periodate / hexane; water; 1,4-dioxane / 2 h / 24 - 26 °C View Scheme

: 7-(diethylamino)-2-oxo-2H-chromen-4-yl trifluoromethanesulfonate

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: bis(η3-allyl-μ-chloropalladium(II)); triphenylphosphine / tetrahydrofuran / 2 h / 60 °C / Reflux 2: hexane; water; 1,4-dioxane / 0.08 h / 24 - 26 °C 3: sodium periodate / hexane; water; 1,4-dioxane / 2 h / 24 - 26 °C View Scheme

: 7-(diethylamino)-4-vinyl-2H-chromen-2-one

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hexane; water; 1,4-dioxane / 0.08 h / 24 - 26 °C 2: sodium periodate / hexane; water; 1,4-dioxane / 2 h / 24 - 26 °C View Scheme

: C15H17NO6Os

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

Conditions

Conditions	Yield
With sodium periodate In 1,4-dioxane; hexane; water at 24 - 26℃; for 2h;	190 mg

: C37H51NO6

A: 7-diethylamino-4-(dihydroxym,ethyl)-2-oxo-2H-chromen

B: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

C: 53847-30-6
2-arachidonoyl glycerol

Conditions

Conditions	Yield
With water for 0.0333333h; Mechanism; Time; UV-irradiation;

...Expand

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: 54711-38-5
7-(diethylamino)-4-(hydroxymethyl)-2H-chromen-2-one

Conditions

Conditions	Yield
With sodium tetrahydroborate In tetrahydrofuran at 0 - 20℃; for 5h;	100%
With sodium tetrahydroborate In tetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere;	100%
With sodium tetrahydroborate In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	100%

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: 106-96-7
propargyl bromide

: C17H19NO3

Conditions

Conditions	Yield
Stage #1: propargyl bromide With zinc In tetrahydrofuran at 0℃; for 1h; Inert atmosphere; Stage #2: 7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde In tetrahydrofuran for 2h; Inert atmosphere;	94%
With zinc In tetrahydrofuran at 20℃;	85%

: 57294-38-9
N-(tert-butoxycarbonyl)-4-aminobutanoic acid

: 2999-46-4
Ethyl isocyanoacetate

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: 1184171-09-2
C28H39N3O9

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 18h; Passerini reaction; Inert atmosphere; Darkness;	90%

...Expand

: 1067-71-6
Diethyl (2-oxopropyl)phosphonate

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: (E)-7-(diethylamino)-4-(3-oxobut-1-enyl)-2H-chromen-2-one

Conditions

Conditions	Yield
Stage #1: Diethyl (2-oxopropyl)phosphonate; 7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 1.75h; Inert atmosphere; Stage #2: 7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde In tetrahydrofuran; mineral oil at 0 - 20℃; for 48h; Inert atmosphere;	89%

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 88861-39-6
C21H23N3O4S

Conditions

Conditions	Yield
In ethanol for 8h; Ambient temperature;	88%
In ethanol at 20℃; for 2h;	88%

: 24850-33-7
allyltributylstanane

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: 7-(diethylamino)-4-(1-hydroxybut-3-en-1-yl)-2H-chromen-2-one

Conditions

Conditions	Yield
With zinc(II) chloride In water; acetonitrile at 20℃; Inert atmosphere;	83%
With zinc(II) chloride In water; acetonitrile at 20℃; Inert atmosphere;	83%

: 81290-20-2
(trifluoromethyl)trimethylsilane

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: C15H16F3NO3

Conditions

Conditions	Yield
Stage #1: (trifluoromethyl)trimethylsilane; 7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: With hydrogenchloride In tetrahydrofuran; water at 20℃; for 1h;	81%

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: 4760-34-3
N-methyl-1,2-phenylenediamine

: 7-(diethylamino)-4-(1-methyl-1H-benzimidazol-2-yl)coumarin

Conditions

Conditions	Yield
With sodium hydrogensulfite In methanol Reflux;	76%

: 456-22-4
4-Fluorobenzoic acid

: 88333-03-3, 10340-91-7
Benzyl isocyanide

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: 1622384-56-8
2-(benzylamino)-1-(7-(diethylamino)-2-oxo-2H-chromen-4-yl)-2-oxoethyl 4-fluorobenzoate

Conditions

Conditions	Yield
In water at 20℃; for 20h; Passerini Condensation;	75%

...Expand

: 5785-06-8
3-methoxybenzoic hydrazide

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: C22H23N3O4

Conditions

Conditions	Yield
With acetic acid In ethanol Reflux;	74%

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: 95-54-5
1,2-diamino-benzene

: 4-(2-benzimidazolyl)-7-(diethylamino)coumarin

Conditions

Conditions	Yield
With sodium hydrogensulfite In methanol for 1h; Reflux;	72%

: 676-58-4
methylmagnesium chloride

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: 1415814-22-0
7-(N,N-diethylamino)-4-(1'-hydroxyeth-1'-yl)coumarin

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃; for 4h; Inert atmosphere; Darkness;	71%
In tetrahydrofuran at -78℃; for 4h;	71%
Stage #1: methylmagnesium chloride; 7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde In tetrahydrofuran at -78℃; for 2.5h; Inert atmosphere; Darkness; Stage #2: With water; ammonium chloride In o-xylene at -78 - 20℃;	61%

: 75-52-5
nitromethane

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: 7-diethylamino-4-(1-hydroxy-2-nitroethyl)-2H-chromen-2-one

Conditions

Conditions	Yield
With N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at 20℃; Inert atmosphere;	69%

: 54-85-3
isoniazid

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: C20H20N4O3

Conditions

Conditions	Yield
With acetic acid In ethanol Reflux;	68%

: carboxymethyl-(4-cyanophenyl)(methyl)sulfonium trifluoromethanesulfonate

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: 7-diethylamino-4-oxiran-2-ylchromen-2-one

Conditions

Conditions	Yield
Stage #1: 7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde With caesium carbonate In tetrahydrofuran at 60℃; for 0.166667h; Stage #2: carboxymethyl-(4-cyanophenyl)(methyl)sulfonium trifluoromethanesulfonate In tetrahydrofuran at 60℃; for 2h;	67%

: 144128-68-7
5-(naphthalene-1-yl)cyclohexane-1,3-dione

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: 109-77-3
malononitrile

: 1413412-78-8
C33H29N3O4

Conditions

Conditions	Yield
Stage #1: 7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde; malononitrile With piperidine In ethanol at 20℃; for 0.0333333h; Stage #2: 5-(naphthalene-1-yl)cyclohexane-1,3-dione In ethanol at 20℃; for 20h;	57%

...Expand

: 75-16-1
methylmagnesium bromide

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: 1415814-22-0
7-(N,N-diethylamino)-4-(1'-hydroxyeth-1'-yl)coumarin

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃; Inert atmosphere; Darkness;	54%
In tetrahydrofuran at -78 - 20℃; Darkness;	54%

: 67805-13-4
2-(4-N,N-dimethylaminobenzylidene)cyclopentanone

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: 1223380-42-4
C28H30N2O3

Conditions

Conditions	Yield
Stage #1: 2-(4-N,N-dimethylaminobenzylidene)cyclopentanone; 7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde With toluene-4-sulfonic acid In toluene for 30h; Reflux; Inert atmosphere; Stage #2: With pyridine In toluene	50%

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: 534-85-0
N-phenyl-1,2-benzenediamine

: 7-(diethylamino)-4-(1-phenyl-1H-benzo[d]imidazol-2-yl)coumarin

Conditions

Conditions	Yield
With ammonium acetate In ethanol for 5h; Reflux;	49%

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: 62-53-3
aniline

: 84-11-7
9,10-phenanthrenequinone

: 7-(diethylamino)-4-(1-phenyl-1H-phenanthro[9,10-d]imidazol-2-yl)coumarin

Conditions

Conditions	Yield
With ammonium acetate; acetic acid In ethanol for 12h; Reflux; Inert atmosphere;	43%

...Expand

: (6R,9S,19S,15E)-6-(4-allyloxy-3-bromobenzyl)-7,9,16,19-tetramethyl-1-oxa-4,7,10-triazacyclononadec-15-en-2,5,8,11-tetraone

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: (6R,9S,19S,15E)-6-(4-allyloxy-3-bromo-benzyl)-3-{[7-(diethylamino)-2-oxo-2H-chrom-en-4-yl](hydroxy)methyl}-7,9,16,19-tetramethyl-1-oxa-4,7,10-triazacyclonona-dec-15-en-2,5,8,11-tetraon

Conditions

Conditions	Yield
Stage #1: (6R,9S,19S,15E)-6-(4-allyloxy-3-bromobenzyl)-7,9,16,19-tetramethyl-1-oxa-4,7,10-triazacyclononadec-15-en-2,5,8,11-tetraone With zinc(II) chloride; lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.5h; Aldol Addition; Inert atmosphere; Stage #2: 7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde In tetrahydrofuran at -78 - -70℃; for 2h; Aldol Addition; Inert atmosphere;	38%

Yield

Stage #1: (6R,9S,19S,15E)-6-(4-allyloxy-3-bromobenzyl)-7,9,16,19-tetramethyl-1-oxa-4,7,10-triazacyclononadec-15-en-2,5,8,11-tetraone With zinc(II) chloride; lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.5h; Aldol Addition; Inert atmosphere;
Stage #2: 7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde In tetrahydrofuran at -78 - -70℃; for 2h; Aldol Addition; Inert atmosphere;

38%

: C33H37N5O4

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: C47H52N6O6

Conditions

Conditions	Yield
With sodium cyanoborohydride; acetic acid In methanol at 30℃; for 3h;	36%

: 109-72-8, 29786-93-4
n-butyllithium

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: 7-(diethylamino)-4-(1-hydroxypentyl)-2H-chromene-2-one

Conditions

Conditions	Yield
In tetrahydrofuran; hexane at -80 - 20℃; for 1h;	33%

: 625-82-1
2,4-dimethyl-1H-pyrrole

: 109-63-7
boron trifluoride diethyl etherate

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: C26H28BF2N3O2

Conditions

Conditions	Yield
Stage #1: 2,4-dimethyl-1H-pyrrole; 7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde With trifluoroacetic acid In dichloromethane at 20℃; Inert atmosphere; Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 20℃; for 3h; Inert atmosphere; Stage #3: boron trifluoride diethyl etherate With triethylamine In dichloromethane at 20℃; for 1h; Inert atmosphere;	23%

...Expand

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: 56-81-5
glycerol

A: C17H21NO5

B: C17H21NO5

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene at 110℃; Inert atmosphere; Dean-Stark;	A 16% B n/a

...Expand

: 54711-39-6
7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde

: 7-(diethylamino)-2-oxo-2H-chromene-4-carbaldehyde oxime

Conditions

Conditions	Yield
With hydroxylamine; potassium carbonate In methanol at 20℃; for 3h;	10%

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