5070-13-3

Basic information

• Product Name: BIS(4-NITROPHENYL) CARBONATE
• Synonyms: BIS(4-NITROPHENYL) CARBONATE;CARBONIC ACID BIS(4-NITROPHENYL) ESTER;BIS(P-NITROPHENYL) CARBONATE;4-NITROPHENYL CARBONATE;BIS(4-NITROPHENYL) CARBONATE, 99+%;4-4'-DINITRODIPHENYL CARBONATE;Bis(4-nitrophenyl) carbonate ,97%;p,p'-Dinitrodiphenylcarbonate
• CAS NO: 5070-13-3
• Molecular Formula: C₁₃H₈N₂O₇
• Molecular Weight: 304.21
• EINECS: 225-775-4
• Product Categories: Industrial/Fine Chemicals
• Mol File: 5070-13-3.mol
• Article Data: 20

Chemical Properties

• Melting Point: 136-139 °C(lit.)
• Boiling Point: 475.9 °C at 760 mmHg
• Flash Point: 217.5 °C
• Appearance: Clear slightly yellow or greenish to brown/Liquid
• Density: 1.501 g/cm³
• Vapor Pressure: 3.19E-09mmHg at 25°C
• Refractive Index: 1.632
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Soluble in chloroform and tetrahydrofuran.
• Sensitive: Moisture Sensitive
• BRN: 1892897
• CAS DataBase Reference: BIS(4-NITROPHENYL) CARBONATE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(4-NITROPHENYL) CARBONATE(5070-13-3)
• EPA Substance Registry System: BIS(4-NITROPHENYL) CARBONATE(5070-13-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 5070-13-3(Hazardous Substances Data)

Usage

Chemical Properties

white to pale yellow or beige powder

Uses

Bis(4-nitrophenyl) carbonate is used as a reagent for preparation of symmetrical and unsymmetrical urea and 4-nitrophenyl esters of N-protected amino acids. It acts as a peptide coupling reagent. It finds application as a reagent for the preparation of carbamate linked cytosines.

Purification Methods

Dissolve the carbonate in CHCl3, wash it with 2N NaOH (3 x) and once with conc HCl, dry (Na2SO4), evaporate and crystallise the residue from toluene (authors say prisms from 15 volumes of *benzene). [Glatthard & Matter Helv Chim Acta 46 795 1963, Beilstein 6 III 820.]

InChI:InChI=1/C13H8N2O7/c16-13(21-11-5-1-9(2-6-11)14(17)18)22-12-7-3-10(4-8-12)15(19)20/h1-8H

Synthetic route

4-nitro-phenol (100-02-7) + chloroform (67-66-3) → bis-(p-nitrophenyl) carbonate (5070-13-3)

Conditions	Yield
With oxygen; sodium hydrogencarbonate; triethylamine In water for 1h; Irradiation;	99%
With pyridine; oxygen at 30℃; for 6.5h; UV-irradiation;	39%
With oxygen; sodium hydroxide In water at 20℃; for 2h; Irradiation;	5%

bis(phenyl) carbonate (102-09-0) → bis-(p-nitrophenyl) carbonate (5070-13-3)

Conditions	Yield
With mixed-acid; sulfuric acid; nitric acid In cyclohexane; ethyl acetate; nitrobenzene	94%
With nitric acid
With nitric acid In sulfuric acid; water

4-nitro-phenol (100-02-7) + bis(trichloromethyl) carbonate (32315-10-9) → bis-(p-nitrophenyl) carbonate (5070-13-3)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; dichloromethane at 0℃; for 0.583333h; Inert atmosphere;	91%
With triethylamine In tetrahydrofuran for 2h;	42%

3-Hydroxy-3-phenyl-azocan-2-one (93350-13-1) + 4-Nitrophenyl chloroformate (7693-46-1) → bis-(p-nitrophenyl) carbonate (5070-13-3) + 1-aza-9,10-dioxo-8-oxa-7-phenylbicyclo<5.2.1>decane (93350-09-5)

Conditions	Yield
In toluene for 24h; Heating;	A 0.20 g B 90%

4-Hydroxymethyl-5-methyl-1,3-doxolene-2-one + 4-Nitrophenyl chloroformate (7693-46-1) → bis-(p-nitrophenyl) carbonate (5070-13-3) + (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 4-nitrophenyl carbonate (173604-87-0)

Conditions	Yield
With pyridine; hydrogenchloride In sodium hydroxide; chloroform	A 81% B n/a

phosgene (75-44-5) + 4-nitrophenol sodium salt (824-78-2) → bis-(p-nitrophenyl) carbonate (5070-13-3)

Conditions	Yield
In toluene at 60℃; for 3h;	78%
In benzene

4-Nitrophenyl chloroformate (7693-46-1) + 1,1'-bi-2-naphthol (602-09-5) → bis-(p-nitrophenyl) carbonate (5070-13-3) + 3,5-Dioxa-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-one (138537-48-1)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 5℃; for 1h;	A n/a B 78%

4-nitro-phenol (100-02-7) + 4-nitrophenyl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylate → bis-(p-nitrophenyl) carbonate (5070-13-3)

Conditions	Yield
With potassium tert-butylate In toluene at 20℃; for 0.25h; Green chemistry;	74%
With aluminum (III) chloride In toluene at 20℃; for 2h;	70%

phosgene (75-44-5) + 4-nitro-phenol (100-02-7) → bis-(p-nitrophenyl) carbonate (5070-13-3)

Conditions	Yield
With pyridine In toluene; benzene
With pyridine In toluene
(i) Py, (ii) /BRN= 1098367/, toluene; Multistep reaction;

4-Nitrophenyl chloroformate (7693-46-1) → bis-(p-nitrophenyl) carbonate (5070-13-3)

Conditions	Yield
With ethyleneimine; triethylamine In diethyl ether
With pyridine In dichloromethane

4-nitro-phenol (100-02-7) + trichloromethyl chloroformate (503-38-8) → bis-(p-nitrophenyl) carbonate (5070-13-3)

Conditions	Yield
In tetrahydrofuran for 0.166667h; Heating; Yield given;

bis(phenyl) carbonate (102-09-0) + nitric acid (7697-37-2) → bis-(p-nitrophenyl) carbonate (5070-13-3) + mononitrophenyl carbonate (81420-42-0)

Conditions	Yield
at -10 - -5℃;

bis(phenyl) carbonate (102-09-0) + nitric acid (7697-37-2) → bis-(p-nitrophenyl) carbonate (5070-13-3) + carbonic acid-(2-nitro-phenyl ester)-(4-nitro-phenyl ester) + mononitrophenyl carbonate (81420-42-0)

Conditions	Yield
at -8℃; Product distribution;

bis(phenyl) carbonate (102-09-0) → bis-(p-nitrophenyl) carbonate (5070-13-3) + <2-nitro-phenyl>-<4-nitro-phenyl>-carbonate , bis-<2-nitro-phenyl>-carbonate

Conditions	Yield
With nitric acid at -8℃;

4-nitro-phenol (100-02-7) → bis-(p-nitrophenyl) carbonate (5070-13-3)

Conditions	Yield
Multi-step reaction with 2 steps 2: Et3N, aziridine / diethyl ether View Scheme

4-nitro-phenol (100-02-7) + 4-Nitrophenyl chloroformate (7693-46-1) → bis-(p-nitrophenyl) carbonate (5070-13-3)

Conditions	Yield
With triethylamine In dichloromethane

2-[5-(2,5,8,11,14,17,20-heptaoxadocosan-22-yloxy)-2-nitrophenyl]ethanol + 4-Nitrophenyl chloroformate (7693-46-1) → bis-(p-nitrophenyl) carbonate (5070-13-3) + C29H40N2O15

Conditions	Yield
With triethylamine In dichloromethane for 24h; Darkness;

5-(2,5,8,11,14,17,20-heptaoxadocosan-22-yloxy)-2-nitrotoluene → bis-(p-nitrophenyl) carbonate (5070-13-3) + C29H40N2O15

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium tert-butylate / dimethyl sulfoxide / 0.5 h / 80 °C / Inert atmosphere 2: triethylamine / dichloromethane / 24 h / Darkness View Scheme

1-methylcyclopropanol (29526-99-6) + 4-Nitrophenyl chloroformate (7693-46-1) → 1-methylcyclopropyl (4-nitrophenyl)carbonate (1046817-22-4) + bis-(p-nitrophenyl) carbonate (5070-13-3)

Conditions	Yield
With pyridine In dichloromethane-d2 at 20℃;

4-nitrophenyl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylate → bis-(p-nitrophenyl) carbonate (5070-13-3)

Conditions	Yield
With potassium carbonate In tetrahydrofuran for 18h; Reflux; Green chemistry;	239 mg

bis-(p-nitrophenyl) carbonate (5070-13-3) + C17H20F3N3*ClH (1185503-80-3) → 4-nitrophenyl [1-({1-[4-(trifluoromethyl)phenyl]-1H-pyrrol-3-yl}methyl)piperidin-4-yl]carbamate

Conditions	Yield
In dichloromethane at 20℃; for 1.5h;	100%

piperidine (110-89-4) + bis-(p-nitrophenyl) carbonate (5070-13-3) + (3R,4R,5R,7S)-5-{(1E,3E)-5-[(2S,3S,5R,6R)-5-{[(2Z,4S)-4-hydroxypent-2-enoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl]-3-methylpenta-1,3-dien-1-yl}-7-[2-oxo-2-(propylamino)ethyl]-1,6-dioxaspiro[2.5]oct-4-yl acetate (1609109-07-0) → (2S,3Z)-5-({(2R,3R,5S,6S)-6-[(2E,4E)-5-{(3R,4R,5R,7S)-4-(acetyloxy)-7-[2-oxo-2-(propylamino)ethyl]-1,6-dioxaspiro[2.5]oct-5-yl}-3-methylpenta-2,4-dien-1-yl]-2,5-dimethyltetrahydro-2H-pyran-3-yl}amino)-5-oxopent-3-en-2-yl piperidine-1-carboxylate (1609106-61-7)

Conditions	Yield
Stage #1: bis-(p-nitrophenyl) carbonate; (3R,4R,5R,7S)-5-{(1E,3E)-5-[(2S,3S,5R,6R)-5-{[(2Z,4S)-4-hydroxypent-2-enoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl]-3-methylpenta-1,3-dien-1-yl}-7-[2-oxo-2-(propylamino)ethyl]-1,6-dioxaspiro[2.5]oct-4-yl acetate With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 16h; Stage #2: piperidine In dichloromethane at 20℃; for 0.25h;	100%

bis-(p-nitrophenyl) carbonate (5070-13-3) + 2-[2-(2-methoxyethoxy)ethoxy]ethylamine (74654-07-2) → N,N′-bis(3,6,9-trioxadecyl)urea

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h; Inert atmosphere;	100%

bis-(p-nitrophenyl) carbonate (5070-13-3) + C25H41N3O9 → C32H44N4O13

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 3h;	100%

bis-(p-nitrophenyl) carbonate (5070-13-3) + N-(4-(O-ethyl-P-ethynyl-phosphonamidato-N-benzoyl))-L-valine-L-citrulline-4-aminobenzyl alcohol → N-(4-(O-ethyl-P-ethynyl-phosphonamidato-N-benzoyl))-L-valine-L-citrulline-4-aminobenzyl-4-nitrophenyl carbonate

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h;	100%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h;

bis-(p-nitrophenyl) carbonate (5070-13-3) + (2S,3R,4S,5S,6S)-2-(2-((S)-2-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)propanamido)-5-(hydroxymethyl)phenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate → (2S,3R,4S,5S,6S)-2-(2-((S)-2-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)propanamido)-5-((((4-nitrophenoxy)carbonyl)oxy)methyl)phenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran Inert atmosphere;	100%

(8S,10S)-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-10-(((1S,3R,4aS,9S,9aR,10aS)-9-methoxy-1-methyloctahydro-1H-pyrano[4’,3’:4,5]oxazolo[2,3-c][1,4]oxazin-3-yl)oxy)-7,8,9,10-tetrahydrotetracene-5,5,12-dione (202350-68-3) + bis-(p-nitrophenyl) carbonate (5070-13-3) → C39H38N2O17

Conditions	Yield
With triethylamine In tetrahydrofuran; dichloromethane at 20℃; Darkness;	100%

bis-(p-nitrophenyl) carbonate (5070-13-3) + N-(6-azidohexanoyl)-Val-Cit-4-aminobenzyl alcohol (1613321-01-9) → N-(6-azidohexanoyl)-Val-Cit-4-aminobenzyl 4-nitrophenyl carbonate (1613321-02-0)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 41h; Inert atmosphere;	99%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide

bis-(p-nitrophenyl) carbonate (5070-13-3) + (3R,4S)-tert-butyl 3-(((S)-2-acetoxy-N-((R)-(1-benzyl-4-(2,5-difluorophenyl)-1H-imidazol-2-yl)(tetrahydro-2H-pyran-4-yl)methyl)propanamido)methyl)-4-hydroxypyrrolidine-1-carboxylate + 1-pentanamine (110-58-7) → (3R,4S)-tert-butyl 3-(((S)-2-acetoxy-N-((R)-(1-benzyl-4-(2,5-difluorophenyl)-1H-imidazol-2-yl)(tetrahydro-2H-pyran-4-yl)methyl)propanamido)methyl)-4-((pentylcarbamoyl)oxy)pyrrolidine-1-carboxylate

Conditions	Yield
Stage #1: bis-(p-nitrophenyl) carbonate; (3R,4S)-tert-butyl 3-(((S)-2-acetoxy-N-((R)-(1-benzyl-4-(2,5-difluorophenyl)-1H-imidazol-2-yl)(tetrahydro-2H-pyran-4-yl)methyl)propanamido)methyl)-4-hydroxypyrrolidine-1-carboxylate With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: n-Pentylamine In N,N-dimethyl-formamide at 20℃; for 1.5h;	99%

(2-methylpyridin-3-yl)methanol (56826-61-0) + bis-(p-nitrophenyl) carbonate (5070-13-3) → (2-methylpyridin-3-yl)methyl 4-nitrophenyl carbonate (1198424-07-5)

Conditions	Yield
With 4-methyl-morpholine In dichloromethane at 20℃; for 68h;	98%

bis-(p-nitrophenyl) carbonate (5070-13-3) + (2S,3R,4S,5S,6S)-2-(4-(hydroxymethyl)phenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate (148579-57-1) → (2S,3S,4S,5R,6S)-2-(methoxycarbonyl)-6-(4-((((4-nitrophenoxy)carbonyl)oxy)methyl)phenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 48h;	98%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 18h; Inert atmosphere;	93%

bis-(p-nitrophenyl) carbonate (5070-13-3) + (9H-fluoren-9-yl)methyl ((80S,83S)-80-((4-(hydroxymethyl)phenyl)carbamoyl)-84-methyl-74,82-dioxo2,5,8,11,14,17,20,23,26,29,32,35,38,41,44,47,50,53,56,59,62,65,68,71-tetracosaoxa-75,81-diazapentaoctacontan-83-yl)carbamate → (9H-fluoren-9-yl)methyl ((80S,83S)-84-methyl-80-((4-((((4-nitrophenoxy)carbonyl)oxy)methyl)phenyl)carbamoyl)-74,82-dioxo-2,5,8,11,14,17,20,23,26,29,32,35,38,41,44,47,50,53,56,59,62,65,68,71-tetracosaoxa-75,81-diazapentaoctacontan-83-yl)carbamate

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	98%

C29H29N3O9S2 + bis-(p-nitrophenyl) carbonate (5070-13-3) → C36H32N4O13S2

Conditions	Yield
With triethylamine In N,N-dimethyl acetamide at 20℃; for 22h; Inert atmosphere;	97%

L-Valine methyl ester (4070-48-8) + bis-(p-nitrophenyl) carbonate (5070-13-3) → N-<<(4-nitrophenyl)oxy>carbonyl>-L-valine methyl ester (162537-10-2)

Conditions	Yield
With 4-methyl-morpholine In dichloromethane at 0℃; for 4h;	96%
With 4-methyl-morpholine In dichloromethane at 0℃; for 4h;	96%

bis-(p-nitrophenyl) carbonate (5070-13-3) + 2-(4-nitrophenyl)ethylamine monohydrochloride (29968-78-3) → 1,3-bis(4-nitrophenylethyl)urea

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran at 20℃; Inert atmosphere;	96%
With triethylamine In N,N-dimethyl-formamide at 58 - 62℃; for 2h; Reagent/catalyst; Solvent;	86%

bis-(p-nitrophenyl) carbonate (5070-13-3) + allyl ((S)-1-(((S)-1-((4-(hydroxymethyl)phenyl)amino)-1- oxopropan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbamate (1343407-91-9) → allyl ((S)-3-methyl-1-(((S)-1-((4-((((4-nitrophenoxy)carbonyl)-oxy)methyl)phenyl)amino)-1-oxopropan-2-yl)amino)-1-oxobutan-2-yl)carbamate

Conditions	Yield
With triethylamine In tetrahydrofuran for 1.5h;	96%
With N-ethyl-N,N-diisopropylamine at 20℃; for 13h;	87%

bis-(p-nitrophenyl) carbonate (5070-13-3) + C8H10N2O3S2 → C15H13N3O7S2

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 15℃; for 3h;	95.8%

bis-(p-nitrophenyl) carbonate (5070-13-3) → carbon dioxide (124-38-9) + bis(4-nitrophenyl)ether (101-63-3)

Conditions	Yield
at 200 - 270℃; Product distribution; Kinetics; Mechanism; investigation of effect of iniciators and substituents in reactions; Ea= 26kcal/mol;	A n/a B 95%
at 200 - 270℃;	A n/a B 95%

bis-(p-nitrophenyl) carbonate (5070-13-3) + cyclohexylamine (108-91-8) → 1,3-Dicyclohexylurea (2387-23-7)

Conditions	Yield
In dichloromethane for 4h; Ambient temperature;	95%

bis-(p-nitrophenyl) carbonate (5070-13-3) + Cyclopentamine (1003-03-8) → N,N'-Dicyclopentylurea (58713-33-0)

Conditions	Yield
In dichloromethane for 4h; Ambient temperature;	95%

6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-N-((S)-1-(((S)-1-((4-(hydroxymethyl)phenyl)amino)-1-oxo-5-ureidopentan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)hexanamide (159857-80-4) + bis-(p-nitrophenyl) carbonate (5070-13-3) → N-[6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoyl]-L-valyl-N5-carbamoyl-N[4-({[(4-nitrophenoxy)carbonyl]oxy}methyl)phenyl]-L-ornithinamide (159857-81-5)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃;	95%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 5h;	92%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 18h; Inert atmosphere;	74%

bis-(p-nitrophenyl) carbonate (5070-13-3) + C21H31N7O4 → C28H34N8O8

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 50℃; for 16h;	95%

bis-(p-nitrophenyl) carbonate (5070-13-3) + C17H27N3O3 → C24H30N4O7

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 3h;	95%

bis-(p-nitrophenyl) carbonate (5070-13-3) + hexan-1-ol (111-27-3) → p-nitrophenylcarbonate hexyl ester (67036-15-1)

Conditions	Yield
With triethylamine In dichloromethane at 25 - 30℃;	94.84%

bis-(p-nitrophenyl) carbonate (5070-13-3) + 4-amino-3-deoxy-N10-formylpteroic acid (89043-75-4) → p-nitrophenyl 4-amino-4-deoxy-N10-formylpteroate (95485-01-1)

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 25℃; for 18h;	94%

oleylamine (112-90-3, 1838-19-3, 22146-67-4) + bis-(p-nitrophenyl) carbonate (5070-13-3) → [N-(octadec-9-enyl)-carbamoyl]-p-nitrophenol

Conditions	Yield
With dmap In tetrahydrofuran at 20℃; for 3h;	94%

bis-(p-nitrophenyl) carbonate (5070-13-3) + (3S,7S,10R,16S,E)-10-(3-chloro-4-methoxybenzyl)-16-((S)-1-((2R,3R)-3-(4-(hydroxymethyl)phenyl)oxiran-2-yl)ethyl)-6,6,7-trimethyl-3-neopentyl-1-oxa-4,8,11-triazacyclohexadec-13-ene-2,5,9,12-tetraone → 4-((2R,3R)-3-((S)-1-((3S,7S,10R,16S,E)-10-(3-chloro-4-methoxybenzyl)-6,6,7-trimethyl-3-neopentyl-2,5,9,12-tetraoxo-1-oxa-4,8,11-triazacyclohexadec-13-en-16-yl)ethyl)oxiran-2-yl)benzyl (4-nitrophenyl) carbonate

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 144h;	94%

bis-(p-nitrophenyl) carbonate (5070-13-3) + tert-butyl ((S)-1-(((S)-1-((4-(hydroxymethyl)phenyl)amino)-1-oxopropane-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbamate → tert-butyl ((S)-3-methyl-1-(((S)-1-((4-((((4-nitrophenoxy)carbonyl)oxy)methyl)phenyl)amino)-1-oxopropan-2-yl)amino)-1-oxobutan-2-yl)carbamate

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;	94%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;	94%
With triethylamine In tetrahydrofuran at 20℃; for 2h;	77%

Upstream product

• 102-09-0 bis(phenyl) carbonate 
• 7697-37-2 nitric acid 
• 100-02-7 4-nitro-phenol 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 7693-46-1 4-Nitrophenyl chloroformate 
• 29526-99-6 1-methylcyclopropanol 
• 67-66-3 chloroform 
• 503-38-8 trichloromethyl chloroformate 
• 602-09-5 1,1'-bi-2-naphthol 
• 93350-13-1 3-Hydroxy-3-phenyl-azocan-2-one 
• 75-44-5 phosgene 
• 824-78-2 4-nitrophenol sodium salt 

Downstream Products

• 65815-76-1 O-4-nitrophenyl carbamate of piperidine 
• 17175-16-5 p-nitrophenyl methyl carbonate 
• 6132-45-2 ethyl 4-nitrophenyl carbonate 
• 1226-63-7 1,3-bis(2-methoxyphenyl)urea 
• 587-90-6 bis-N,N'-(4-nitrophenyl)urea 
• 1234-21-5 1,3-bis(3-nitrophenyl)urea 
• 7150-63-2 diethyl N,N'-carbonylbisglycinate 
• 2185-07-1 N-<(p-Nitrophenyl)-oxycarbonyl>-glycin-aethylester 
• 124949-26-4 1,3-bis(2-methylcyclohexyl)urea 
• 95485-01-1 p-nitrophenyl 4-amino-4-deoxy-N¹⁰-formylpteroate 
• 122903-61-1 (S)-2-[(S)-2-tert-Butoxycarbonylamino-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoylamino]-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoic acid 4-nitro-phenyl ester 
• 122903-60-0 (S)-2-tert-Butoxycarbonylamino-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoic acid 3-nitro-phenyl ester 
• 139578-70-4 Carbonic acid (2S,6R)-6-[4-(4-morpholin-4-ylmethyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-4-trityl-morpholin-2-ylmethyl ester 4-nitro-phenyl ester 
• 139579-00-3 (2S,4R)-2-{(S)-2-[(2S,6R)-6-(4-Benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-trityl-morpholin-2-ylmethoxycarbonyl]-pyrrolidine-1-carbonyl}-4-(4-nitro-phenoxycarbonyloxy)-pyrrolidine-1-carboxylic acid 2-benzenesulfonyl-ethyl ester 

Relevant articles and documents

CARBONATE DERIVATIVE PRODUCTION METHOD

The objective of the present invention is to provide a method for producing a carbonate derivative in a safe and efficient manner. The method for producing a carbonate derivative according to the present invention is characterized in comprising irradiating light on a composition containing a C1-4 halogenated hydrocarbon having one or more kinds of halogen atoms selected from the group consisting of a chlorine atom, a bromine atom and an iodine atom, a nucleophilic functional group-containing compound and the specific base in the presence of oxygen.

Synthesis of organic carbonates with alkyl/aryl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylates and ROH/AlCl3under ambient condition

We demonstrated the synthesis of organic carbonates using alkyl/aryl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylates and alcohol in the presence of aluminum chloride. Alkyl/aryl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylates were reacted with alcohol in the presence of AlCl3 in toluene at room temperature to afford the corresponding unsymmetric and symmetric organic carbonates in good to excellent yields. These are efficient and convenient processes. Alkyl/aryl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylates are solid, stable and non-toxic CO2/CO2R(Ar) source. It is noteworthy that the reaction is carry out under an ambient and acidic conditions, the easy-to prepare and readily available starting materials and the quantitative isolation of reusable 4,5-dichloropyridazin-3(2H)-one.