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high purity Morpholine TOP1 supplier in China
Cas No: 110-91-8
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
Morpholine
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No Data 3 Metric Ton Metric Ton/Day Lonwin Chemical Group Limited Contact Supplier
High purity Morpholine china manufacturer CAS:110-91-8
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No Data 1 Metric Ton 500 Metric Ton/Month HUBEI RISON CHEMICAL CO.,LTD. Contact Supplier
Morpholine
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No Data No Data No Data Aecochem Corp. Contact Supplier
High quality Morpholine supplier in China
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No Data 1 Metric Ton 30 Metric Ton/Month Simagchem Corporation Contact Supplier
morpholine
Cas No: 110-91-8
USD $ 500.0-500.0 / Gram 1000 Gram 10 Metric Ton/Month Hebei yanxi chemical co.,LTD. Contact Supplier
99.5% Morpholine At Suppliers Price
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No Data 1 Metric Ton Metric Ton/Day Hefei TNJ chemical industry co.,ltd Contact Supplier
1-Oxa-4-azacyclohexane 110-91-8
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No Data 1 Kilogram 200 Kilogram/Month Henan Allgreen Chemical Co.,Ltd Contact Supplier
morpholin-4-ium
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No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
Morpholine
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No Data No Data No Data Shanghai Sunwise Chemical Co., Ltd Contact Supplier

110-91-8 Usage

Uses

(1) For medicine, it used as the raw materials for rubber accelerator and fluorescent whitening agent.
(2) Morpholine is the intermediates of fungicide dimethomorph and flumorpholine and organophosphate insecticide phosalphos.
(3) Morpholine is Mainly used for the production of rubber vulcanization accelerator, but also for surfactant, textile auxiliaries, pharmaceuticals, pesticide synthesis. (4) Morpholine also used as a catalyst for polymerization of butadiene, corrosion inhibitors, optical bleach, the goods are dyes, resins, wax, early glue, casein and other solvents. At present, the total production of morpholine in the world is 3-4 million t/a.
(5) Morpholine salts are also widely used. Morpholine salts like morpholine hydrochloride (10024-89-2) are the organic synthesis of intermediates. Morpholine fatty acid salt can be used as the coating agent of fruits or vegetables epidermal coating agent, and it could inhibit the base respiration and prevent the epidermis from evaporation of water and epidermal atrophy.
(6) Morpholine is the main raw materials of accelerator NOBS. for analysis reagents and resins, wax, shellac and other solvents, used in the production of sodium sulfate. Water glass and ultramarine. Also used in the manufacture of glass. Paper. Detergent. Soap. Dye. Synthetic fiber. Tanning. Medicine and ceramics industries. Analysis reagents, such as nitrogen determination, dehydrating agent.
(7) Morpholine is used for the analysis of reagents and resins, wax, casein, shellac and a variety of solvents solvent.
(8) Morpholine could produce salt after reacting with inorganic acid, and it also could produce salt or amide after reacting with organic acid. It also can be alkylated, and it also could come up a ketone reaction or Willgerodt reaction with ethylene oxide.

metal corrosion inhibitors

As a kind of metal corrosion inhibitor, Morpholine is mainly applied for the anti-corrosion of iron, copper, zinc, lead and other metals. It remains at its starting stage in China, but outside the country, a considerable proportion of Morpholine are used as a kind of anti-rust agent for metal gas to prevent the metal corrosion caused by atmosphere and it has been widely used in the field of mechanical instruments, automobiles, medical equipment and others. The metal atmospheric rust inhibitor used earlier such as dicyclohexylamine nitrite and cyclohexylamine do harm to the human body and they are more environmentally toxic. Instead, morpholine as a metal gas-liquid corrosion inhibitor, it has the advantages of low toxicity, so the foreground is prosperous.

Purification Methods

Dry morpholine with KOH, fractionally distil it, then reflux it with Na, and again fractionally distil it. Dermer & Dermer [J Am Chem Soc 59 1148 1937] precipitated it as the oxalate by adding slowly to slightly more than 1 molar equivalent of oxalic acid in EtOH. The precipitate is filtered off and recrystallised twice from 60% EtOH [1:1 salt has m 190-195o(dec)]. Addition of the oxalate to concentrated aqueous NaOH regenerated the base, which is separated and dried with solid KOH, then sodium, before being fractionally distilled. The hydrochloride has m 178-179o (from MeOH/Et2O), and the picrate has m 151.6o (from aqueous EtOH). [Beilstein 27 II 3, 27 III/IV 15.]

Hazards & Safety Information

category: Flammable liquids
toxicity grading: Poisoning
acute toxicity: Oral-rat LD 50: 1050 mg/kg; oral-mouse LD 50: 525 mg/kg
Stimulating data: Skin-rabbit 995 mg/24 h  severe; eye –rabbit  2 mg  severe.
hazardous characteristic of explosive: Will cause explosion when it mixes with steam and air
hazardous characteristic of flammability: Flammable; combustion produces toxic chloride gas
transportation and storing properties: Store it in low temperature, dry and ventilated environment. Prevent from fire, friction,spark and Separated from oxidant
extinguishant: Water spray, dry chemical powder, foam or carbon dioxide
occupational standards: TLV-TWA 70 mg/m3  STEL 105 mg/m3

Product Features

Morpholine, also known as 1, 4-oxazepine and diethylenimine oxide, is a kind of colorless alkaline oily liquid. It smells of ammonia and has hygroscopicity. Morpholine could evaporate with water vapor and miscible with water. It is Soluble in acetone, benzene, ether, pentane, methanol, ethanol, carbon tetrachloride, propylene glycol and other organic solvents. Morpholine Vapor could form an explosive mixture with air and the explosion limit is 1.8% to 15.2% (volume fraction). Morpholine is a secondary amine, and at the same time it has the property of inorganic acid and organic acid, so that it can generate salt and amide.
Morpholine contains secondary amine groups and it has all the typical reaction characteristics of the secondary amine groups. It can react with inorganic acid to form a salt, and also can react with organic acid to form salt or amide. Morpholine can carry out alkylation reactions and it also carry out ketone reaction or Willgerodt reaction with ethylene oxide. Because of the unique chemical properties of morpholine, it has become one of the important petrochemical products with important commercial application. It can be applied to produce rubber vulcanization accelerators such as NOBS, DTOS and MDS. And it is also applied to produce anti-corrosives, anti-corrosion agents, detergents, detergents, analgesics, local anesthetics, sedatives, respiratory and vascular stimulants, surfactants, optical bleach, fruit preservatives, and textile dyeing auxiliaries. Morpholine also has a wide range of applications in the field of rubber, pharmaceuticals, pesticides, dyes, coatings and other industries. In medication it could be applied in the production of morpholine guanidine, virus Ling, ibuprofen, cough must, naproxen, dichloroaniline, sodium phenylacetate and other important drugs.
The two main production method of morpholine are DEA method (diethanolamine method) and DEA method (diethylene glycol method)
It is noteworthy that new polymer monomer acrylic morpholine has obtained a rapid development in recent years. Acrylic acid morpholine could be produced from the reaction between acrylic acid and morpholine. And acrylic acid morpholine is a kind of water-soluble monomer, and it is still water-soluble after the polymerization. So it could be applied for the modification of aqueous polymers. Besides, acrylic morpholine is widely used as a reactive diluent for UV curable resins. With the deepening of applied research, many new specific uses have been developed and it becomes polymer monomer with rapid development.
the morpholine structure
Figure 1 for the morpholine structure

Fire Hazard

Flammable/combustible material. May be ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

quantitative analysis

Get 4 parts of methanol solution with 0.1% of bromocresol green and 1 part of 0.1% aqueous solution with 0.1% of methyl red sodium salt. Mix them and put aside to use as a mixed indicator later.
Get 50ml water in 250ml flask, add 0.4ml mixed indicator, drop 0.1moI/L hydrochloric acid, and wait for the color to turn green. Accurately weighs the sample 1.4~1.6g, add the flask and mix it. Use 0.5mol/L hydrochloric acid titration and wait for the color to turn green. Per ml, 0.5mol/L hydrochloric acid is equivalent to 43.56mg C4H9NO.

rubber vulcanization accelerator

Before 1990's, in Europe, the United States, Japan and other developed areas, the consumption of rubber vulcanization accelerator accounted for more than 50% of the total demand for morpholine. At present, more than 30% consumption of rubber vulcanization accelerator is used for NOBS.
In recent years, the toxicity issue of the harmful nitrosamines in the accelerator which produced during rubber processing is driving more attention internationally. A number of restrictive laws and regulations are introduced all around the world. For example, in Germany as early as 1982, the law about the regulations issued nitrosamine content control was established. The United States, Japan, France, the United Kingdom actively developed new vulcanization accelerator which don’t produce nitrosamine, and they have stopped using nitrosamine which will produce vulcanization accelerator. Therefore, the consumption of morpholine in foreign countries has decreased with banning of the accelerator NOBS year by year. In China however, we have no corresponding regulations prohibited about banning accelerator NOBS. But China has joined the WTO, due to a large number of foreign enter and high requirement about additives localization, it requires more environmental protection in China's rubber vulcanization accelerator. Using non-toxic promoter and replacing NOBS becomes the general trend. China's demand for NOBS is significantly reduced in recent years. China will no longer use basic decomposition of nitrosamine secondary amine accelerator. As the main substitute of NOBS, NS (N-tert-butyl-2-benzothiazole sulfonamide), which does not produce nitrosamines, has a large production capacity. In 2005, the output was 14,000 tons and it is 10.1%, of the total amount. So there was good development momentum.

Reactivity Profile

MORPHOLINE dissolved in water neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Chemical Properties

Yellow liquid

Production method

(1) Morpholine could be produced by diethanolamine dehydration cyclization derived from sulfuric acid. Add diethanolamine to the water reaction pot and drop sulfuric acid in the temperature of 60 ℃, then when the temperature heat at 185-195 ℃, incubate it for 30min. Cool it to under 60℃ and drop sodium hydroxide solution to pH = 11. The next steeps are cooling, filtering, filtrating distillation, collecting the following fractions below 130℃. The content of spermine is suppose to reach more than 99.5%. The method is easy to obtain raw materials, so it has become the main method of producing morpholine in the world. Morpholine also could be produced in the catalytic reaction between dioxane and ammonia gas.
(2) The preparation method is that we could get Morpholine from the presence of sulfuric acid dehydration cyclization diethanolamine In the presence of sulfuric acid ; then add diethanolamine into the reaction kettle and add H2SO4 at a temperature of below 6 °C, then heat it to 185-195 °C for 30 minutes, cool to 60 °C. Drop NaOH solution to pH = 11, and the last two steeps is cooling and filtrating. Morpholine could be collected from the fraction below 130 °C.
We can also get morpholine from the reaction between diethylene glycol and ammonia in the presence of catalyst and pressure. The method is easy to obtain raw materials, thus it is the main method of producing morpholine around the world.

Health Hazard

May cause toxic effects if inhaled or ingested/swallowed. Contact with substance may cause severe burns to skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

Chemical properties

It is colorless water-absorbing oily liquid and it smells ammonia. It is soluble in water and methanol, ethanol, benzene, acetone, ether, ethylene glycol and other commonly used solvents.

Air & Water Reactions

Highly flammable. Water soluble.

General Description

An aqueous solution with a fishlike odor. Corrosive to tissue and moderately toxic by ingestion and inhalation.
InChI:InChI=1/C4H9NO/c1-3-6-4-2-5-1/h5H,1-4H2/p+1

110-91-8 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Sigma-Aldrich (252360)  Morpholine  ACS reagent, ≥99.0% 110-91-8 252360-1L 1,186.38CNY Detail
Sigma-Aldrich (252360)  Morpholine  ACS reagent, ≥99.0% 110-91-8 252360-500ML 965.25CNY Detail
Sigma-Aldrich (252360)  Morpholine  ACS reagent, ≥99.0% 110-91-8 252360-100ML 522.99CNY Detail
Sigma-Aldrich (252360)  Morpholine  ACS reagent, ≥99.0% 110-91-8 252360-5ML 358.02CNY Detail
Aldrich (394467)  Morpholine  purified by redistillation, ≥99.5% 110-91-8 394467-100ML 861.12CNY Detail
Sigma-Aldrich (90179)  Morpholine  analytical standard 110-91-8 90179-10ML-F 668.07CNY Detail
Sigma-Aldrich (90179)  Morpholine  analytical standard 110-91-8 90179-5ML-F 398.97CNY Detail
Alfa Aesar (31984)  Morpholine, ACS, 99.0% min    110-91-8 *4x500g 1887.0CNY Detail
Alfa Aesar (31984)  Morpholine, ACS, 99.0% min    110-91-8 500g 811.0CNY Detail
Alfa Aesar (A10355)  Morpholine, 99%    110-91-8 2500g 334.0CNY Detail
Alfa Aesar (A10355)  Morpholine, 99%    110-91-8 500g 163.0CNY Detail
Alfa Aesar (A10355)  Morpholine, 99%    110-91-8 100g 109.0CNY Detail

110-91-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name morpholine

1.2 Other means of identification

Product number -
Other names 1,4-Oxazinan

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Corrosion inhibitors and anti-scaling agents,Functional fluids (closed systems),Functional fluids (open systems),Intermediates,Processing aids, not otherwise listed
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:110-91-8 SDS

110-91-8Synthetic route

(1S,2S,5R,6R,7S,8S)-1,6-Dimethyl-8-morpholin-4-yl-3,4-diaza-tricyclo[3.2.1.02,7]oct-3-ene-2,5-dicarboxylic acid dimethyl ester

(1S,2S,5R,6R,7S,8S)-1,6-Dimethyl-8-morpholin-4-yl-3,4-diaza-tricyclo[3.2.1.02,7]oct-3-ene-2,5-dicarboxylic acid dimethyl ester

A

morpholine
110-91-8

morpholine

B

dimethyl 4-methylpyridazine-3,6-dicarboxylate
2166-25-8

dimethyl 4-methylpyridazine-3,6-dicarboxylate

Conditions
ConditionsYield
In xylene for 6h; Heating;A n/a
B 100%
under 0.075006 Torr; Pyrolysis;
allyl morpholine-1-carboxylate
25070-77-3

allyl morpholine-1-carboxylate

A

morpholine
110-91-8

morpholine

B

N-allylmorpholine
696-57-1

N-allylmorpholine

Conditions
ConditionsYield
With diethylamine; palladium diacetate; trisodium tris(3-sulfophenyl)phosphine In water for 0.166667h; Ambient temperature;A 98%
B 2%
With formic acid; triphenylphosphine; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In tetrahydrofuran at 30℃; for 3h;A 16 % Chromat.
B 84 % Chromat.
diethylene glycol
111-46-6

diethylene glycol

A

morpholine
110-91-8

morpholine

B

4-methyl-morpholine
109-02-4

4-methyl-morpholine

Conditions
ConditionsYield
With methylamineA 98%
B n/a
4-Phenylsulfanyl-morpholine
4837-31-4

4-Phenylsulfanyl-morpholine

diisopropyl phosphite
691-96-3

diisopropyl phosphite

A

morpholine
110-91-8

morpholine

B

thiophosphoric acid O,O'-diisopropyl ester S-phenyl ester
15267-38-6

thiophosphoric acid O,O'-diisopropyl ester S-phenyl ester

Conditions
ConditionsYield
A n/a
B 96%
prop-2-yn-1-yl morpholine-4-carboxylate
114406-39-2

prop-2-yn-1-yl morpholine-4-carboxylate

morpholine
110-91-8

morpholine

Conditions
ConditionsYield
With benzyltriethylammonium tetrathiomolybdate In acetonitrile at 20℃; for 2.5h;95%
With potassium tetrachloroplatinate(II) In d(4)-methanol; water-d2 at 20℃; for 14h; Reagent/catalyst;
4-morpholinecarboxaldehyde
4394-85-8

4-morpholinecarboxaldehyde

morpholine
110-91-8

morpholine

Conditions
ConditionsYield
With Ru-MACHO; potassium tert-butylate; hydrogen In tetrahydrofuran at 140℃; under 38002.6 Torr; for 2.5h; Catalytic behavior; Temperature; Glovebox; Autoclave; Cooling with ice;95%
With [bis({2‐[bis(propan‐2‐yl)phosphanyl]ethyl})amide](carbonyl)(hydride)iron(II); hydrogen In tetrahydrofuran at 100℃; under 22801.5 Torr; for 4h; Catalytic behavior;
2,6-difluorobenzaldehyde
437-81-0

2,6-difluorobenzaldehyde

Methyl thioglycolate
2365-48-2

Methyl thioglycolate

Benzo[b]thiophene
95-15-8

Benzo[b]thiophene

A

morpholine
110-91-8

morpholine

B

2-(1-Morpholino)-6-fluorobenzaldehyde

2-(1-Morpholino)-6-fluorobenzaldehyde

Conditions
ConditionsYield
With triethylamine In NaH; dimethyl sulfoxide; acetonitrileA 93%
B n/a
4-(9-fluorenylmethoxycarbonyl)morpholine
112918-83-9

4-(9-fluorenylmethoxycarbonyl)morpholine

morpholine
110-91-8

morpholine

Conditions
ConditionsYield
With triethylamine; 1-butyl-3-methylimidazolium Tetrafluoroborate In neat (no solvent) at 25℃; for 0.0666667h; Green chemistry;93%
4-methylmorpholine N-oxide
7529-22-8

4-methylmorpholine N-oxide

morpholine
110-91-8

morpholine

Conditions
ConditionsYield
With 1,3,5-trichloro-2,4,6-triazine; potassium carbonate In chloroform at 0 - 20℃;92%
4-morpholinylacetophenone
779-53-3

4-morpholinylacetophenone

morpholine
110-91-8

morpholine

Conditions
ConditionsYield
With magnesium; acetic acid In methanol at 20℃;92%
morpholine-4-carboxylic acid tert-butyl ester
220199-85-9

morpholine-4-carboxylic acid tert-butyl ester

morpholine
110-91-8

morpholine

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane for 3h; Ambient temperature;91%
allyl morpholine-1-carboxylate
25070-77-3

allyl morpholine-1-carboxylate

A

morpholine
110-91-8

morpholine

B

N-allylmorpholine
696-57-1

N-allylmorpholine

C

propene
187737-37-7

propene

Conditions
ConditionsYield
With formic acid; triphenylphosphine; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In tetrahydrofuran at 30℃; for 3h;A 16 % Chromat.
B 84%
C n/a
4-Phenylsulfanyl-morpholine
4837-31-4

4-Phenylsulfanyl-morpholine

Diethyl phosphonate
762-04-9, 123-22-8

Diethyl phosphonate

A

morpholine
110-91-8

morpholine

B

Diethyl 4-morpholidophosphate
37097-43-1

Diethyl 4-morpholidophosphate

C

O,O-diethyl S-phenyl phosphorothioate
1889-58-3

O,O-diethyl S-phenyl phosphorothioate

Conditions
ConditionsYield
A n/a
B 5%
C 83%
N-nitrosomorpholine
59-89-2

N-nitrosomorpholine

morpholine
110-91-8

morpholine

Conditions
ConditionsYield
With ammonium formate; PdMCM-41 In methanol at 69.84℃; for 2h;80%
With isocyanate de chlorosulfonyle In diethyl ether for 10h; Ambient temperature;75%
With perchloric acid; ammonium sulfamate; sodium thiocyanide at 50℃; Rate constant; piperidinium perchlorate, 18h; transnitrosating studies;
With benzophenone In N,N-dimethyl-formamide at 25℃; Rate constant; var. organic electron carriers, object of study - homogeneous electrochemical reduction with the aid of organic electron carriers;
1,1-bis(N-morpholinyl)ethylene
14212-87-4

1,1-bis(N-morpholinyl)ethylene

malononitrile
109-77-3

malononitrile

A

morpholine
110-91-8

morpholine

B

4-acetylmorpholine
1696-20-4

4-acetylmorpholine

C

2-(1-morpholinoethylidene)malononitrile
111505-54-5

2-(1-morpholinoethylidene)malononitrile

Conditions
ConditionsYield
In diethyl ether for 8h; Heating;A n/a
B n/a
C 74%
4-benzenesulfonylmorpholine
5033-21-6

4-benzenesulfonylmorpholine

morpholine
110-91-8

morpholine

Conditions
ConditionsYield
With chloro-trimethyl-silane; sodium iodide In acetonitrile for 3h; Heating;70%
ethyl 2-<(1H-benzimidazol-2-yl)sulfinylmethyl>-4-morpholino-5-pyrimidinecarboxylate

ethyl 2-<(1H-benzimidazol-2-yl)sulfinylmethyl>-4-morpholino-5-pyrimidinecarboxylate

A

morpholine
110-91-8

morpholine

B

ethyl 4-aminopyrimido<1,2-a>benzimidazole-3-carboxylate
40752-96-3

ethyl 4-aminopyrimido<1,2-a>benzimidazole-3-carboxylate

C

ethyl 4-<2-(2-hydroxyethyldithio)-1-(2-hydroxyethylthio)ethylideneamino>pyrimido<1,2-a>benzimidazole-3-carboxylate
173545-83-0

ethyl 4-<2-(2-hydroxyethyldithio)-1-(2-hydroxyethylthio)ethylideneamino>pyrimido<1,2-a>benzimidazole-3-carboxylate

Conditions
ConditionsYield
With hydrogenchloride; 2-hydroxyethanethiol In methanol for 4h; Ambient temperature;A 69%
B 5%
C 64%
ethyl 2-<(1H-benzimidazol-2-yl)sulfinylmethyl>-4-morpholino-5-pyrimidinecarboxylate

ethyl 2-<(1H-benzimidazol-2-yl)sulfinylmethyl>-4-morpholino-5-pyrimidinecarboxylate

2-hydroxyethanethiol
60-24-2

2-hydroxyethanethiol

A

morpholine
110-91-8

morpholine

B

ethyl 4-aminopyrimido<1,2-a>benzimidazole-3-carboxylate
40752-96-3

ethyl 4-aminopyrimido<1,2-a>benzimidazole-3-carboxylate

C

ethyl 4-<2-(2-hydroxyethyldithio)-1-(2-hydroxyethylthio)ethylideneamino>pyrimido<1,2-a>benzimidazole-3-carboxylate
173545-83-0

ethyl 4-<2-(2-hydroxyethyldithio)-1-(2-hydroxyethylthio)ethylideneamino>pyrimido<1,2-a>benzimidazole-3-carboxylate

Conditions
ConditionsYield
With hydrogenchloride In methanol for 4h; Ambient temperature;A 69%
B 5%
C 64%
4-Phenylsulfanyl-morpholine
4837-31-4

4-Phenylsulfanyl-morpholine

methyl phosphite
96-36-6, 868-85-9

methyl phosphite

A

morpholine
110-91-8

morpholine

B

thiophosphoric acid O,O'-dimethyl ester S-phenyl ester
4237-00-7

thiophosphoric acid O,O'-dimethyl ester S-phenyl ester

Conditions
ConditionsYield
A n/a
B 67%
4-(trimethylsilyl)morpholine
13368-42-8

4-(trimethylsilyl)morpholine

morpholine
110-91-8

morpholine

Conditions
ConditionsYield
With C8H20BO(1-)*Na(1+) In tetrahydrofuran at 80℃; for 6h; Reagent/catalyst; Inert atmosphere; Schlenk technique; High pressure;66%
Stage #1: 4-(trimethylsilyl)morpholine With cesium fluoride at 100℃; for 0.5h; Inert atmosphere; Sealed tube;
Stage #2: In chloroform-d1 Inert atmosphere; Acidic conditions;
29%
With potassium trimethylsilonate In dimethyl sulfoxide at 70℃; for 6h; Sealed tube; Schlenk technique;47 %Chromat.
With Na(1+)*C6H15B*C2H5O(1-) In tetrahydrofuran at 80℃; for 6h; Reagent/catalyst;66 %Chromat.
4,4'-<3,3'-Oxybis(2-methyl-1-phenyl-2-propenyliden)>dimorpholinium-bis(trifluormethansulfonat)
105787-50-6

4,4'-<3,3'-Oxybis(2-methyl-1-phenyl-2-propenyliden)>dimorpholinium-bis(trifluormethansulfonat)

A

morpholine
110-91-8

morpholine

B

3-Hydroxy-2-methyl-1-oxo-1-phenylprop-2-ene
55439-08-2

3-Hydroxy-2-methyl-1-oxo-1-phenylprop-2-ene

Conditions
ConditionsYield
With water In acetonitrile for 96h; Product distribution; Ambient temperature;A n/a
B 62%
ethanolamine
141-43-5

ethanolamine

acetylene
74-86-2

acetylene

A

morpholine
110-91-8

morpholine

B

2-aminoethyl vinyl ether
7336-29-0

2-aminoethyl vinyl ether

C

2-vinyloxy-1,3-butadiene
57796-76-6

2-vinyloxy-1,3-butadiene

D

N-Ethylideneethanolamine Vinyl Ether
93555-19-2

N-Ethylideneethanolamine Vinyl Ether

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 100℃; under 760 Torr; for 2h; Product distribution; reaction under different conditions (temperature, pressure, time, base, solvent);A n/a
B 60%
C n/a
D n/a
With potassium hydroxide In dimethyl sulfoxide at 100℃; under 760 Torr; for 2h;A n/a
B 60%
C n/a
D n/a
4-cyclohexen-1-ylmorpholine
670-80-4

4-cyclohexen-1-ylmorpholine

C10H7BrF3NO3

C10H7BrF3NO3

A

morpholine
110-91-8

morpholine

(7S*,12bS*,12cS*,4aS*)-11-bromo-4a-morpholino-7-(trifluoromethyl)-2,3,4,4a,12b,12c-hexahydro-1H,7H-chromeno[3,4-c][1,2]benzoxazin-6-oxide

(7S*,12bS*,12cS*,4aS*)-11-bromo-4a-morpholino-7-(trifluoromethyl)-2,3,4,4a,12b,12c-hexahydro-1H,7H-chromeno[3,4-c][1,2]benzoxazin-6-oxide

C

cyclohexanone
108-94-1

cyclohexanone

Conditions
ConditionsYield
In acetonitrile at 20℃; for 0.5h; Michael Addition; diastereoselective reaction;A n/a
B 59%
C n/a
3-Morpholin-4-yl-propionitrile
4542-47-6

3-Morpholin-4-yl-propionitrile

A

morpholine
110-91-8

morpholine

B

4-(3-Aminopropyl)morpholine
123-00-2

4-(3-Aminopropyl)morpholine

Conditions
ConditionsYield
With sodium tetrahydroborate; hydrogen; nickel dichloride In tert-butyl alcohol at 70℃; under 760.051 Torr; for 8h;A 22%
B 59%
morpholine
110-91-8

morpholine

Allyl glycidyl ether
106-92-3

Allyl glycidyl ether

N-(3-allyloxy-2-hydroxypropyl)morpholine

N-(3-allyloxy-2-hydroxypropyl)morpholine

Conditions
ConditionsYield
In 2,2,2-trifluoroethanol at 20℃; for 6h; regioselective reaction;100%
With copper(II) ferrite In dichloromethane at 20℃; regioselective reaction;95%
With Montmorillonite K10 clay for 0.0166667h; aminolysis, ring cleavage; Irradiation;74%
at 130 - 140℃; for 3h;60%
morpholine
110-91-8

morpholine

2,3-Dichloro-1,4-naphthoquinone
117-80-6

2,3-Dichloro-1,4-naphthoquinone

2-chloro-3-morpholin-4-yl-[1,4]naphthoquinone
6336-72-7

2-chloro-3-morpholin-4-yl-[1,4]naphthoquinone

Conditions
ConditionsYield
In water at 50℃; for 0.333333h;100%
With water at 50℃; for 0.5h;98%
With triethylamine In diethyl ether at 20℃; for 24h;64%
morpholine
110-91-8

morpholine

Succinimide
123-56-8

Succinimide

formaldehyd
50-00-0

formaldehyd

N-[{morpholin-1-yl}-methyl]-pyrrolidine-2,5-dione
13314-97-1

N-[{morpholin-1-yl}-methyl]-pyrrolidine-2,5-dione

Conditions
ConditionsYield
With aluminum oxide In water for 0.2h; Condensation; microwave irradiation;100%
In ethanol at 60℃; for 2h;88%
morpholine
110-91-8

morpholine

methanol
67-56-1

methanol

4-methyl-morpholine
109-02-4

4-methyl-morpholine

Conditions
ConditionsYield
chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II) at 100℃;100%
With [RhCl2(p-cymene)]2; bis[2-(diphenylphosphino)phenyl] ether In toluene at 250℃; under 37503.8 Torr; Flow reactor;93%
With Cu1-Mo1/TiO2 In neat liquid at 20℃; for 21h; Catalytic behavior; Inert atmosphere; UV-irradiation;82%
morpholine
110-91-8

morpholine

2-chloro-5-nitropyridine
4548-45-2

2-chloro-5-nitropyridine

4-(5-nitro-pyridin-2-yl)-morpholine
26820-62-2

4-(5-nitro-pyridin-2-yl)-morpholine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 3h;100%
With potassium carbonate In tetrahydrofuran at 80℃; for 4h;99%
With potassium carbonate In tetrahydrofuran at 80℃; for 4h;99%
morpholine
110-91-8

morpholine

formaldehyd
50-00-0

formaldehyd

4-methyl-morpholine
109-02-4

4-methyl-morpholine

Conditions
ConditionsYield
With oxalic acid at 100 - 120℃; Eschweiler-Clarke methylation;100%
With hydrogen In methanol at 100℃; under 9750.98 Torr; for 3h; Autoclave;97%
With acetic acid at 30℃; for 2h;96%
morpholine
110-91-8

morpholine

formic acid
64-18-6

formic acid

4-morpholinecarboxaldehyde
4394-85-8

4-morpholinecarboxaldehyde

Conditions
ConditionsYield
With cyano-hydroxyimino-acetic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 20℃; for 3h; Reagent/catalyst; Solvent;100%
In butan-1-ol at 120℃; Solvent; Temperature;99.35%
In ethanol at 140℃; for 24h; Solvent; Autoclave;98%
morpholine
110-91-8

morpholine

bromobenzene
108-86-1

bromobenzene

4-Phenylmorpholine
92-53-5

4-Phenylmorpholine

Conditions
ConditionsYield
With sodium t-butanolate; palladium diacetate; [(μ-PPh2CH2PPh2)Co2(CO)4][μ,η-PhCCP(tBu)2] In toluene at 60℃; for 20h; Product distribution; Further Variations:; Catalysts; Reagents; Solvents; Temperatures;100%
With C20H45N2OP; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 105℃; for 20h; Reagent/catalyst;100%
With bis(η3-allyl-μ-chloropalladium(II)); [(μ-Ph2PCH2PPh2)Co2(CO)4(μ,η-Me2NCH2CCP(C6H11)2)]; sodium t-butanolate In toluene at 80℃; for 2h; Inert atmosphere;99%
morpholine
110-91-8

morpholine

1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

2,6-Dichloro-4-morpholino-1,3,5-triazine
6601-22-5

2,6-Dichloro-4-morpholino-1,3,5-triazine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at -78℃; for 0.166667h;100%
With triethylamine In dichloromethane at -78 - -30℃; for 1.5h; Inert atmosphere;99%
With triethylamine In acetone for 0.5h; Cooling with ice;98%
morpholine
110-91-8

morpholine

1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

2-chloro-4,6-di-morpholin-4-yl-[1,3,5]triazine
7597-22-0

2-chloro-4,6-di-morpholin-4-yl-[1,3,5]triazine

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane at 0 - 40℃; for 3h;100%
In dichloromethane; water at 0 - 5℃; for 3.25h; Large scale;98%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 1h;95%
morpholine
110-91-8

morpholine

bromocyane
506-68-3

bromocyane

N-cyanomorpholine
1530-89-8

N-cyanomorpholine

Conditions
ConditionsYield
100%
With sodium hydrogencarbonate In dichloromethane; water at 0 - 20℃;86.5%
With triethylamine In diethyl ether at 0℃;82%
morpholine
110-91-8

morpholine

1,4-dibromo-2-nitrobenzene
3460-18-2

1,4-dibromo-2-nitrobenzene

4-(4-bromo-2-nitro-phenyl)-morpholine
90841-34-2

4-(4-bromo-2-nitro-phenyl)-morpholine

Conditions
ConditionsYield
In isopropyl alcohol100%
With triethylamine In isopropyl alcohol at 70℃; for 24h;73%
morpholine
110-91-8

morpholine

ethyl 2-phenyl-2-bromoacetate
2882-19-1

ethyl 2-phenyl-2-bromoacetate

α-morpholine ethyl phenylacetate
22083-23-4

α-morpholine ethyl phenylacetate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 1.5h;100%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 1.5h;100%
With triethylamine at 20℃;80%
With isopropyl alcohol
morpholine
110-91-8

morpholine

cyclohexane-1,2-epoxide
286-20-4

cyclohexane-1,2-epoxide

trans-2-morpholinocyclohexanol
14909-79-6

trans-2-morpholinocyclohexanol

Conditions
ConditionsYield
With zirconium(IV) chloride at 20℃; for 0.25h;100%
With zinc(II) perchlorate hexahydrate at 80℃; for 1h;100%
With zinc(II) bis(tetrafluoroborate) hydrate at 20℃; for 2h; Neat (no solvent);97%
morpholine
110-91-8

morpholine

benzaldehyde
100-52-7

benzaldehyde

4,4'-(phenylmethylene)bismorpholine
6425-08-7

4,4'-(phenylmethylene)bismorpholine

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In water at 20℃; for 0.0333333h;100%
In benzene at 20℃; for 16h; Inert atmosphere;99%
In benzene Reflux;95%
morpholine
110-91-8

morpholine

salicylaldehyde
90-02-8

salicylaldehyde

2-(dimorpholinomethyl)phenol
127704-26-1

2-(dimorpholinomethyl)phenol

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In water at 20℃; for 0.0333333h;100%
at 50℃; for 0.333333h; Molecular sieve; Microwave irradiation;98%
at 100℃; for 0.166667h; Microwave irradiation; Neat (no solvent);95%
morpholine
110-91-8

morpholine

phenyl isocyanate
103-71-9

phenyl isocyanate

N-phenylmorpholine-4-carboxamide
4559-92-6

N-phenylmorpholine-4-carboxamide

Conditions
ConditionsYield
at 0 - 20℃; for 48.3333h;100%
In diethyl ether at 20℃; for 18h;99.2%
In diethyl ether at 20℃; for 0.75h; Addition;97%
morpholine
110-91-8

morpholine

ethyl bromoacetate
105-36-2

ethyl bromoacetate

N-morpholylacetic acid ethyl ester
3235-82-3

N-morpholylacetic acid ethyl ester

Conditions
ConditionsYield
In benzene for 0.5h; Reflux;100%
In toluene for 8h;92%
In benzene for 0.5h; Alkylation; Heating;91%
morpholine
110-91-8

morpholine

4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

1-morpholino-4-nitrobenzene
10389-51-2

1-morpholino-4-nitrobenzene

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h;100%
With potassium carbonate In dimethyl sulfoxide at 120℃; for 19h;100%
In tetrahydrofuran at 50℃; under 10000 Torr; for 2h; Product distribution; other pressure;99.7%
morpholine
110-91-8

morpholine

2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

N-(2-nitrophenyl)morpholine
5320-98-9

N-(2-nitrophenyl)morpholine

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h;100%
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 6h;99%
With potassium phosphate; Al2O3#dotCo(2+) In water at 100℃; for 7h;90%
morpholine
110-91-8

morpholine

2-Bromo-4'-phenylacetophenone
135-73-9

2-Bromo-4'-phenylacetophenone

1-biphenyl-4-yl-2-morpholin-4-yl-ethanone
94164-35-9

1-biphenyl-4-yl-2-morpholin-4-yl-ethanone

Conditions
ConditionsYield
Stage #1: morpholine; 2-Bromo-4'-phenylacetophenone In diethyl ether; dichloromethane at 0 - 20℃; for 1h;
Stage #2: With sodium hydrogencarbonate In dichloromethane; water Product distribution / selectivity;
100%
With triethylamine In diethyl ether at 0 - 20℃; for 2.5h; Product distribution / selectivity;93%
morpholine
110-91-8

morpholine

acrylonitrile
107-13-1

acrylonitrile

3-Morpholin-4-yl-propionitrile
4542-47-6

3-Morpholin-4-yl-propionitrile

Conditions
ConditionsYield
In methanol100%
With zirconium(IV) chloride In dichloromethane at 20℃; for 1h; Michael addition;100%
With poly(ethylene glycol) 2000; ruthenium trichloride at 50℃; for 6h; aza-Michael addition;99%
morpholine
110-91-8

morpholine

chloroacetyl chloride
79-04-9

chloroacetyl chloride

N-chloroacetylmorpholine
1440-61-5

N-chloroacetylmorpholine

Conditions
ConditionsYield
With potassium carbonate In toluene at 60℃; for 2h;100%
Stage #1: morpholine; chloroacetyl chloride With triethylamine In dichloromethane at 0 - 27℃; for 2h;
Stage #2: With hydrogenchloride In dichloromethane; water
100%
With triethylamine In dichloromethane at 0 - 20℃; for 6h;99%
morpholine
110-91-8

morpholine

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

4-cyanoacetylmorpholine
15029-32-0

4-cyanoacetylmorpholine

Conditions
ConditionsYield
In neat (no solvent) at 20℃; Inert atmosphere;100%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In 2-methyltetrahydrofuran at 40℃; for 4h;87%
at 130℃; for 4h;75%
morpholine
110-91-8

morpholine

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

4-(4-chloro-2-nitro-phenyl)morpholine
65976-60-5

4-(4-chloro-2-nitro-phenyl)morpholine

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h;100%
at 2℃; Heating;50%
morpholine
110-91-8

morpholine

N-nitrosomorpholine
59-89-2

N-nitrosomorpholine

Conditions
ConditionsYield
With [NO(1+)*18-crown-6*H(NO3)2(1-)] In dichloromethane at 20℃; for 0.0833333h;100%
With silica gel; zinc(II) chloride; sodium nitrite In dichloromethane at 20℃; for 0.75h; Nitrosation;99%
With Iron(III) nitrate nonahydrate; tetrabutylammonium perchlorate In acetonitrile at 70℃; Kinetics; Reagent/catalyst; Inert atmosphere; Electrolysis; Green chemistry;99%
morpholine
110-91-8

morpholine

morpholine-4-sulfonyl chloride
1828-66-6

morpholine-4-sulfonyl chloride

Conditions
ConditionsYield
With sulfuryl dichloride In acetonitrile for 24h; Heating / reflux;100%
With hydrogenchloride; sodium hypochlorite; sulfur dioxide; chlorine In dichloromethane; water60%
With hydrogenchloride; sodium hypochlorite; sulfur dioxide; chlorine In dichloromethane; water60%
morpholine
110-91-8

morpholine

Phenyl glycidyl ether
122-60-1

Phenyl glycidyl ether

4-(2-hydroxy-3-phenoxypropyl)morpholine
5296-26-4

4-(2-hydroxy-3-phenoxypropyl)morpholine

Conditions
ConditionsYield
In 2,2,2-trifluoroethanol at 20℃; for 6h; regioselective reaction;100%
In water at 0 - 20℃;97%
With sulfated zirconia In neat (no solvent) at 20℃; for 3h; regioselective reaction;97%
morpholine
110-91-8

morpholine

epichlorohydrin
106-89-8

epichlorohydrin

1-chloro-3-(4-morpholinyl)-2-propanol
40893-69-4

1-chloro-3-(4-morpholinyl)-2-propanol

Conditions
ConditionsYield
In ethanol for 24h; Heating;100%
With zinc(II) chloride In water at 60℃; for 8h; regioselective reaction;96%
In water at 0 - 5℃; for 4h;92%
morpholine
110-91-8

morpholine

2-bromo-1,3-thiazole
3034-53-5

2-bromo-1,3-thiazole

2-(morpholine-1-yl)thiazole
21429-06-1

2-(morpholine-1-yl)thiazole

Conditions
ConditionsYield
at 120℃; for 9h;100%
for 72h; Heating;95%
at 100℃; for 4h; Neat (no solvent);95%

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