5-(Phenylmethoxy)-1H-indole-3-carboxaldehyde
-
5-(Phenylmethoxy)-1H-indole-3-carboxaldehyde
structure -
-
CAS No:
6953-22-6
-
Formula:
C16H13NO2
-
Chemical Name:
5-(Phenylmethoxy)-1H-indole-3-carboxaldehyde
-
Synonyms:
1H-Indole-3-carboxaldehyde,5-(phenylmethoxy)-;Indole-3-carboxaldehyde,5-(benzyloxy)-;5-(Phenylmethoxy)-1H-indole-3-carboxaldehyde;5-Benzyloxy-3-formylindole;5-Benzyloxy-3-indolecarboxaldehyde;NSC 71049;5-Benzyloxy-1H-indole-3-carboxaldehyde
- Categories:
-
CAS No:
5-(Phenylmethoxy)-1H-indole-3-carboxaldehyde Basic Attributes
251.28
251.28
208873
230-134-7
71049
DTXSID90219785
29339990
Characteristics
42.1
3.1
yellow to brown powder
1.267 g/cm3
240-241 °C
474.2°C at 760 mmHg
240.6ºC
<0.5 [ug/mL]
2-8°C
Safety Information
IRRITANT, AIR SENSITIVE
NONH for all modes of transport
3
36-43
22-24/25-36/37-26
Xi
P280-P305 + P351 + P338
H317-H319
|Warning|H317 (99.22%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P264, P272, P280, P302+P352, P305+P351+P338, P321, P333+P313, P337+P313, P363, and P501|Aggregated GHS information provided by 128 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
5-(Phenylmethoxy)-1H-indole-3-carboxaldehyde Use and Manufacturing
a) 5- (Benzyloxy)-lH-indole-3-carbaldehyde; Phosphorus oxychloride (1.5 g, 9.9 mmol) was added dropwise with stirring to 15 mL of DMF cooled on an ice bath. The cooling bath was removed and the mixture was allowed to react for 15 min. (Benzyloxy)-lH-indole (CAS No 1215-59-4) (2.00 g, 8.96 mmol) was added and the mixture heated to 50-60°C for 1.5 h. It was then poured into ice water and made alkaline with 2M NaOH. The mixture was refluxed for 2 min and after cooling filtered to give a powder which was washed with water and dried. Yield: 1.88 g (84percent). 'H NMR (400 MHz, DMSO-d6) 5 9.88 (s, 1H), 8.20 (s, 1H), 7.68 (d, 1H), 7. 50-7. 25 (m, 6H), 6.96 (dd, 1H), 5.11 (s, 2H), 4.02 (s, 1H).To a stirred solution of phosphorus oxychloride (2.29 mL, 24.6 mmol) in DMF (15 mL), was added a solution of 5-benzyloxyindole (5.00 g, 22.4 mmol) in DMF (20 mL) at room temperature. Phosphoryl chloride (0.4 mL, 4.3 mmol) was added to DMF (2.7 mL) at -30 °C and the mixture was stirred at r.t. for 0.5 h. A solution of 2 (536 mg, 2.4 mmol) in DMF (3 mL) was added and the mixture was stirred at r.t. for 1 h. The mixture was cooled to 0 °C and the reaction was quenched with 10percent aq NaOH, and stirred at r.t. for 0.5 h. The mixture was neutralized with 10percent aq HCl, and the resulting precipitate was separated by filtration, washed with H2O, and dried under vacuum to give 4a.Yield: 489 mg (81percent); colorless solid; mp 242-244 °C (CHCl3). IR (KBr): 3152, 1632, 1616, 1585, 1522, 1493, 1479, 1468, 1449, 1395, 1261, 1204, 1140 cm-1.1H NMR (500 MHz, DMSO-d6): δ = 12.01 (br. s, 1H), 9.85 (s, 1H), 8.19 (d, J = 1.9 Hz, 1H), 7.65 (d, J = 2.3 Hz, 1H), 7.45 (d, J = 8.1Hz, 2 H), 7.34-7.40 (m, 3 H), 7.29 (t, J = 6.9 Hz, 1H), 6.93 (dd, J = 8.6, 2.3 Hz, 1H), 5.09 (s, 2 H).13C NMR (125 MHz, DMSO-d6): δ = 185.3, 155.2, 139.2, 138.0, 132.6, 128.9, 128.2, 128.1, 125.4, 118.6, 114.3, 113.8, 104.6, 70.1. HRMS (EI): m/z [M+] calcd for C16H13NO2: 251.0946; found: 251.0942.
An antibacterial agent
Computed Properties
Molecular Weight:251.28
XLogP3:3.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:251.094628657
Monoisotopic Mass:251.094628657
Topological Polar Surface Area:42.1
Heavy Atom Count:19
Complexity:301
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Recommended Suppliers of 5-(Phenylmethoxy)-1H-indole-3-carboxaldehyde
-
![China]()
CN
5 YRS
Business licensedTrader Supplier of Intermediates,Building blocks,API,Silicones,Peptides,Lab chemicals,Biochemicals,Pharmaceuticals,Screening Compounds,Food Additives -
![China]()
CN
5 YRS
Business licensedTrader Supplier of PVC resin,pvc paste resin,melamineInquiryCAS No.: 6953-22-6Grade: Industrial GradeContent: 99% -
![China]()
CN
3 YRS
Business licensed Certified factoryManufactory Supplier of Dyes,Textile agent,Medical intermediate,API,Pigments,Basic ChemicalsInquiryCAS No.: 6953-22-6Grade: pharmaceutical gradeContent: 98%
Learn More Other Chemicals
-
(3S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-3-isoquinolinecarboxylic acid
103733-66-0
-
2-Methoxy-5-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
1083168-84-6
-
2-iodo-2,3-dihydroinden-1-one
113021-30-0
-
2,2-DIMETHYL-N-[3-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDIN-2-YL]-PROPIONAMIDE Formula
532391-30-3
-
6-Methylbenzoxazole Formula
10531-80-3
-
Methyl N-formylanthranilate Formula
41270-80-8
-
1-(4-amino-3,5-dichlorophenyl)-2-(dimethylamino)ethanol Structure
4812-69-5
-
2,5-Dihydroxy-N-(2-hydroxyethyl)benzamide Structure
61969-53-7
-
What is Benzenemethanol, α-(aminomethyl)-4-(1-methylethyl)-
91339-24-1
-
What is 5-Hydroxy-2-iodobenzaldehyde
50765-11-2
5-(Phenylmethoxy)-1H-indole-3-carboxaldehyde
SDSRequest for Quotation