[ CAS No. 38952-62-4 ] {[proInfo.proName]}

Name: 38952-62-4|Dimorpholinomethanone|98%
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Quality Control of [ 38952-62-4 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 38952-62-4 ]

SDS Specification

Alternatived Products of [ 38952-62-4 ]

Product Details of [ 38952-62-4 ]

CAS No. :	38952-62-4	MDL No. :	MFCD00593814
Formula :	C₉H₁₆N₂O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	QONGECDDDTYBGS-UHFFFAOYSA-N
M.W :	200.23	Pubchem ID :	655428
Synonyms :

Calculated chemistry of [ 38952-62-4 ]

Physicochemical Properties

Num. heavy atoms :	14
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.89
Num. rotatable bonds :	2
Num. H-bond acceptors :	3.0
Num. H-bond donors :	0.0
Molar Refractivity :	57.53
TPSA :	42.01 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-8.24 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.1
Log Po/w (XLOGP3) :	-1.01
Log Po/w (WLOGP) :	-0.99
Log Po/w (MLOGP) :	-0.27
Log Po/w (SILICOS-IT) :	0.26
Consensus Log Po/w :	0.02

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-0.31
Solubility :	97.4 mg/ml ; 0.486 mol/l
Class :	Very soluble
Log S (Ali) :	0.61
Solubility :	825.0 mg/ml ; 4.12 mol/l
Class :	Highly soluble
Log S (SILICOS-IT) :	-0.21
Solubility :	125.0 mg/ml ; 0.622 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.08

Safety of [ 38952-62-4 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338-P310	UN#:	N/A
Hazard Statements:	H302-H315-H319-H332-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 38952-62-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 38952-62-4 ]
Downstream synthetic route of [ 38952-62-4 ]

[ 38952-62-4 ] Synthesis Path-Upstream 1~13

1
[ 110-91-8 ]
[ 32315-10-9 ]
[ 38952-62-4 ]

Yield	Reaction Conditions	Operation in experiment
93%	at 0 - 20℃; Inert atmosphere	General procedure: To a solution of amine (5–10 equiv) in anhydrous dichloromethane (25 mL) at 0 °C was added dropwise a solution of triphosgene (1 equiv) in anhydrous dichloromethane (5 mL). The reacting mixture was stirred at 0 °C for 1 h and then stirred at room temperature for additional 4 h. After completion, water (100 mL) was added to dissolve the precipitate. The aqueous layer was extracted with dichloromethane (2 × 25 mL). The combined organic layers were washed with 1 N HCl (25 mL), saturated NaHCO3 (25 mL) and brine (25 mL). The solution was dried (Na2SO4) and concentrated to give the desired product of satisfying purity (>95percent) for use in the next step.

Reference： [1] Beilstein Journal of Organic Chemistry, 2015, vol. 11, p. 499 - 503
[2] Patent: US2010/144588, 2010, A1,
[3] Journal of Molecular Structure, 2003, vol. 655, # 3, p. 404 - 412

2
[ 110-91-8 ]
[ 67-66-3 ]
[ 38952-62-4 ]

Yield	Reaction Conditions	Operation in experiment
55%	With 4-methylmorpholine N-oxide; sodium hydroxide In water at 50℃; for 1 h;	A solution of 20.0 g (0.4 mol) of sodium hydroxide in 30 mL of water was added dropwise to a mixture of 8.7 g (0.1 mol) of morpholine, 50 mL of chloroform, and 50 mL of 50 percent aqueous NMMO, heated to 50 °C. The mixture was stirred for 1 h at 50 °C, cooled, and treated with chloroform, and the extract was evaporated. Yield 3.5 g (35 percent), mp 143–145 °C (from EtOAc); published data [8]: mp 142.2 °C. IR spectrum: ν 1643 cm–1(C=O). 1H NMR spectrum, δ, ppm: 3.14–3.19 m (8H,CH2), 3.55–3.69 m (8H, CH2). 13C NMR spectrum, δC, ppm: 46.60, 65.66, 162.38.

Reference： [1] Russian Journal of Organic Chemistry, 2018, vol. 54, # 6, p. 959 - 960[2] Zh. Org. Khim., 2018, vol. 54, # 6, p. 951 - 952,2

3
[ 110-91-8 ]
[ 201230-82-2 ]
[ 38952-62-4 ]

Reference： [1] Green Chemistry, 2018, vol. 20, # 15, p. 3457 - 3462
[2] Synthesis, 2010, # 24, p. 4251 - 4255

4
[ 110-91-8 ]
[ 4394-85-8 ]
[ 38952-62-4 ]

Reference： [1] Organic Letters, 2018, vol. 20, # 18, p. 5861 - 5865

5
[ 110-91-8 ]
[ 124-38-9 ]
[ 38952-62-4 ]

Reference： [1] Monatshefte fur Chemie, 2008, vol. 139, # 3, p. 267 - 270

6
[ 15159-40-7 ]
[ 109-72-8 ]
[ 4394-85-8 ]
[ 22342-18-3 ]
[ 38952-62-4 ]

Reference： [1] Organic Letters, 2004, vol. 6, # 21, p. 3703 - 3706

7
[ 15159-40-7 ]
[ 917-54-4 ]
[ 1696-20-4 ]
[ 38952-62-4 ]
[ 6342-79-6 ]

Reference： [1] Organic Letters, 2004, vol. 6, # 21, p. 3703 - 3706

8
[ 15159-40-7 ]
[ 598-30-1 ]
[ 4394-85-8 ]
[ 38952-62-4 ]
[ 6342-79-6 ]
[ 212190-87-9 ]

Reference： [1] Organic Letters, 2004, vol. 6, # 21, p. 3703 - 3706
[2] Organic Letters, 2004, vol. 6, # 21, p. 3703 - 3706

9
[ 110-91-8 ]
[ 105-58-8 ]
[ 38952-62-4 ]

Reference： [1] Journal of the American Chemical Society, 1945, vol. 67, p. 1055

10
[ 110-91-8 ]
[ 616-38-6 ]
[ 109-02-4 ]
[ 38952-62-4 ]

Reference： [1] Synthetic Communications, 2005, vol. 35, # 23, p. 3021 - 3026

11
[ 110-91-8 ]
[ 68714-36-3 ]
[ 38952-62-4 ]

Reference： [1] Liebigs Annalen der Chemie, 1982, # 3, p. 507 - 529

12
[ 1530-89-8 ]
[ 38952-62-4 ]

Reference： [1] Dalton Transactions, 2013, vol. 42, # 34, p. 12460 - 12467

13
[ 1450882-04-8 ]
[ 38952-62-4 ]

Reference： [1] Dalton Transactions, 2013, vol. 42, # 34, p. 12460 - 12467

[ 38952-62-4 ] Synthesis Path-Downstream 1~20

1
[ 110-91-8 ]
[ 105-58-8 ]
[ 38952-62-4 ]

Reference： [1]Journal of the American Chemical Society,1945,vol. 67,p. 1055

2
[ 110-91-8 ]
[ 68714-36-3 ]
[ 38952-62-4 ]

Reference： [1]Liebigs Annalen der Chemie,1982,p. 507 - 529

3
[ 38952-62-4 ]
[ 101385-68-6 ]

Yield	Reaction Conditions	Operation in experiment
	With oxalyl dichloride; In toluene; for 18h;Cooling with ice; Reflux;	General procedure: Urea derivative (0.5 mol, 1.0 equiv) was added into the 500ml RBF with 200 mltoulene, and oxalyl chloride (0.6 mol, 1.2 equiv) was added dropwise under theice-water bath. After this, the reaction was stirred 2 h at room temperature.Subsquently, the mixture was refluxed for 16 h, the solvent was removed underreduced pressure. The crude product was purified by recrystallization withacetonitrile.

Reference： [1]Liebigs Annalen der Chemie,1990,p. 965 - 973
[2]Chemistry Letters,2017,vol. 46,p. 249 - 252

6
[ 110-91-8 ]
[ 32315-10-9 ]
[ 38952-62-4 ]

Yield	Reaction Conditions	Operation in experiment
93%	In dichloromethane; at 0 - 20℃;Inert atmosphere;	General procedure: To a solution of amine (5?10 equiv) in anhydrous dichloromethane (25 mL) at 0 °C was added dropwise a solution of triphosgene (1 equiv) in anhydrous dichloromethane (5 mL). The reacting mixture was stirred at 0 °C for 1 h and then stirred at room temperature for additional 4 h. After completion, water (100 mL) was added to dissolve the precipitate. The aqueous layer was extracted with dichloromethane (2 × 25 mL). The combined organic layers were washed with 1 N HCl (25 mL), saturated NaHCO3 (25 mL) and brine (25 mL). The solution was dried (Na2SO4) and concentrated to give the desired product of satisfying purity (>95percent) for use in the next step.
86%	In dichloromethane; water; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran;	Preparation of Dimorpholinomethanone Dimorpholinomethanone, another urea derivative, was synthesised by condensation of morpholine and triphosgene (BTC) in dichloromethane (DCM). Morpholine (0.4 mol) in DCM (200 ml) was placed in a 250 ml three necked flask fitted with a dropping funnel, and a solution of BTC (0.033 mol), dissolved in DCM (100 ml), was added thereto under nitrogen atmosphere at 0° C. The reaction mixture was stirred at 0° C. for 1 hour, and for additional 3-4 hours at room temperature. Water (100 ml) was added to dissolve the white solid, the organic layer was collected and then washed with saturated Na2CO3 (50 ml), 1 N HCl (50 ml), saturated NaCl (50 ml), dried (MgSO4), and filtered, and then the solvent was removed under reduced pressure to give a pure white solid in 86percent yield. m.p. 141-142° C.; 1H NMR (CDCl3): delta=3.19-3.21 (m, 8H, 4CH2), 3.59-3.62 (m, 8H, 4CH2) ppm; 13C NMR (CDCl3): delta=47.39, 66.75, 163.94 ppm.

Reference： [1]Beilstein Journal of Organic Chemistry,2015,vol. 11,p. 499 - 503
[2]Patent: US2010/144588,2010,A1
[3]Journal of Molecular Structure,2003,vol. 655,p. 404 - 412

7
[ 15159-40-7 ]
[ 109-72-8 ]
[ 4394-85-8 ]
[ 22342-18-3 ]
[ 38952-62-4 ]

Reference： [1]Organic Letters,2004,vol. 6,p. 3703 - 3706

8
[ 15159-40-7 ]
[ 917-54-4 ]
[ 1696-20-4 ]
[ 38952-62-4 ]
[ 6342-79-6 ]

Reference： [1]Organic Letters,2004,vol. 6,p. 3703 - 3706

9
[ 15159-40-7 ]
[ 598-30-1 ]
[ 4394-85-8 ]
[ 38952-62-4 ]
[ 6342-79-6 ]
[ 212190-87-9 ]

Reference： [1]Organic Letters,2004,vol. 6,p. 3703 - 3706
[2]Organic Letters,2004,vol. 6,p. 3703 - 3706

10
[ 110-91-8 ]
[ 616-38-6 ]
[ 109-02-4 ]
[ 38952-62-4 ]

Reference： [1]Synthetic Communications,2005,vol. 35,p. 3021 - 3026

11
[ 38952-62-4 ]
[ 128971-43-7 ]

Reference： [1]Liebigs Annalen der Chemie,1990,p. 965 - 973

12
[ 110-91-8 ]
[ 124-38-9 ]
[ 38952-62-4 ]

Reference： [1]Monatshefte fur Chemie,2008,vol. 139,p. 267 - 270

13
[ 110-91-8 ]
[ 201230-82-2 ]
[ 38952-62-4 ]

Reference： [1]Green Chemistry,2018,vol. 20,p. 3457 - 3462
[2]Synthesis,2010,p. 4251 - 4255
[3]Green Chemistry,2019,vol. 21,p. 4040 - 4045

14
[ 1450882-04-8 ]
[ 38952-62-4 ]
C₂₅H₂₂P⁽¹⁺⁾*C₁₄H₁₃Cl₃NPt^(1-)*0.2C₂₈H₂₆Cl₂N₂Pt [ No CAS ]
C₂₅H₂₂P⁽¹⁺⁾*C₁₄H₁₃Cl₃NPt^(1-)*0.2C₂₈H₂₆Cl₂N₂Pt [ No CAS ]

Reference： [1]Dalton Transactions,2013,vol. 42,p. 12460 - 12467

15
[ 1530-89-8 ]
[ 38952-62-4 ]

Reference： [1]Dalton Transactions,2013,vol. 42,p. 12460 - 12467

16
[ 38952-62-4 ]
3-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-5-(morpholin-4-yl)-1,2,4-oxadiazole [ No CAS ]

Reference： [1]Beilstein Journal of Organic Chemistry,2015,vol. 11,p. 499 - 503

17
[ 79-37-8 ]
[ 38952-62-4 ]
[ 101385-68-6 ]

Yield	Reaction Conditions	Operation in experiment
	In dichloromethane; at 20℃; for 16h;Inert atmosphere;	General procedure: Oxalyl chloride (1.2 equiv) was added dropwise to a solution of urea 2a?e (1 equiv) in anhydrous toluene or anhydrous dichloromethane (10 mL) at 0 °C. The resulting mixture was stirred at room temperature overnight. After completion, the solvent was removed under vacuum and the solid was washed with cold ethyl acetate (3 × 5 mL) to give the desired Vilsmeier salt intermediate of sufficient purity for use in the next step.A solution of 3-(2,3,4,6-tetra-O-benzoyl-beta-D-glucopyranosyl)-formamidoxime 3 (1 equiv) and triethylamine (4 equiv) in anhydrous dichloromethane (10 mL) was added dropwise to a solution of the freshly prepared Vilsmeier salt in anhydrous dichloromethane (10 mL). The resulting mixture was stirred at room temperature overnight. After completion, the solvent was evaporated under vacuum and the crude product purified by silica gel column chromatography to afford compounds 4a?e.

Reference： [1]Beilstein Journal of Organic Chemistry,2015,vol. 11,p. 499 - 503

18
[ 38952-62-4 ]
[ 17159-27-2 ]

Reference： [1]Chemistry Letters,2017,vol. 46,p. 249 - 252

19
[ 110-91-8 ]
[ 67-66-3 ]
[ 38952-62-4 ]

Yield	Reaction Conditions	Operation in experiment
55%	With 4-methylmorpholine N-oxide; sodium hydroxide; In water; at 50℃; for 1h;	A solution of 20.0 g (0.4 mol) of sodium hydroxide in 30 mL of water was added dropwise to a mixture of 8.7 g (0.1 mol) of morpholine, 50 mL of chloroform, and 50 mL of 50 percent aqueous NMMO, heated to 50 °C. The mixture was stirred for 1 h at 50 °C, cooled, and treated with chloroform, and the extract was evaporated. Yield 3.5 g (35 percent), mp 143?145 °C (from EtOAc); published data [8]: mp 142.2 °C. IR spectrum: nu 1643 cm?1(C=O). 1H NMR spectrum, delta, ppm: 3.14?3.19 m (8H,CH2), 3.55?3.69 m (8H, CH2). 13C NMR spectrum, deltaC, ppm: 46.60, 65.66, 162.38.

Reference： [1]Russian Journal of Organic Chemistry,2018,vol. 54,p. 959 - 960
Zh. Org. Khim.,2018,vol. 54,p. 951 - 952,2

20
[ 110-91-8 ]
[ 4394-85-8 ]
[ 38952-62-4 ]

Reference： [1]Organic Letters,2018,vol. 20,p. 5861 - 5865

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Physical hazards
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H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 38952-62-4 ] {[proInfo.proName]}

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[ 38952-62-4 ] Synthesis Path-Upstream 1~13

[ 38952-62-4 ] Synthesis Path-Downstream 1~20

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Amides

Ureas

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Morpholines

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[ 38952-62-4 ]

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