2-MORPHOLINOBENZALDEHYDE Chemical Properties

Melting point:

45-48°C

Boiling point:

162 °C(Press: 12.0 Torr)

Density 

1.163±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

3.88±0.40(Predicted)

form 

solid

color 

Yellow

InChI

InChI=1S/C11H13NO2/c13-9-10-3-1-2-4-11(10)12-5-7-14-8-6-12/h1-4,9H,5-8H2

InChIKey

GTTAEWVBVHSDLX-UHFFFAOYSA-N

SMILES

C(=O)C1=CC=CC=C1N1CCOCC1

Safety Information

Hazard Codes 

Xi

Risk Statements 

52

Safety Statements 

24/25

HazardClass 

IRRITANT

HS Code 

2934999090

2-MORPHOLINOBENZALDEHYDE Usage And Synthesis

Uses

Benzaldehyde derivative.

Synthesis

Example 180: Synthesis of N-(1-methyl-1H-pyrazol-4-yl)-1-(2-morpholinobenzyl)-1H-pyrazolo[3,4-d]pyrimidin-6-amine Step (i): 2-fluorobenzaldehyde (0.5 mL, 4.8 mmol), morpholine (0.6 mL, 1.5 eq.), and potassium carbonate (1.3 g, 2 eq.) were mixed and heated in a microwave reactor at 125 °C for 2.5 hours. Upon completion of the reaction, the solvent was removed by evaporation. The residue was partitioned between water and dichloromethane (DCM) and the aqueous phase was further extracted with DCM. All organic phases were combined, dried over sodium sulfate and subsequently concentrated under vacuum to give 2-morpholino benzaldehyde (0.57 g, 63% yield).

References

[1] Russian Chemical Bulletin, 2004, vol. 53, # 6, p. 1240 - 1247
[2] Synthesis, 2010, # 24, p. 4287 - 4299
[3] Patent: WO2011/48082, 2011, A1. Location in patent: Page/Page column 160; 161
[4] Medicinal Chemistry Research, 2015, vol. 24, # 9, p. 3516 - 3528
[5] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1975, p. 1679 - 1682

2-MORPHOLINOBENZALDEHYDE(58028-76-5)Related Product Information

• 3-MORPHOLINOBENZALDEHYDE
• 4-MORPHOLINOBENZALDEHYDE,4-Morpholinobenzaldehyde, N-(4-formylphenyl)morpholine
• 2-MORPHOLINOBENZALDEHYDE
• 2-MORPHOLINOBENZOIC ACID
• 2-MORPHOLINO-5-(1H-PYRROL-1-YL)BENZOIC ACID
• 5-NITRO-2-(2,6-DIMETHYLMORPHOLIN-4-YL)BENZOIC ACID
• 2-MORPHOLINO-5-NITROBENZOIC ACID
• 5-AMINO-2-MORPHOLIN-4-YL-BENZOIC ACID
• METHYL 2-MORPHOLINO-5-NITROBENZENECARBOXYLATE
• 2-MORPHOLINO-5-NITROBENZALDEHYDE
• 2-MORPHOLIN-4-YL-5-(PIPERIDINE-1-SULFONYL)-BENZOIC ACID
• 5-AMINO-2-MORPHOLIN-4-YL-BENZOIC ACID METHYL ESTER
• 4-Morpholinobenzaldehyde thiosemicarbazone
• 5-AMINO-2-MORPHOLIN-4-YL-BENZAMIDE
• 1-MORPHOLIN-4-YL-ANTHRAQUINONE
• 5-[(2-CHLOROACETYL)AMINO]-2-MORPHOLINOBENZOIC ACID
• 5-NITRO-2,4-DI(4-MORPHOLINYL)BENZALDEHYDE
• AKOS 92651