Home Cart 0 Sign in  

[ CAS No. 19213-72-0 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 19213-72-0
Chemical Structure| 19213-72-0
Structure of 19213-72-0 *Storage: {[proInfo.prStorage]}

Quality Control of [ 19213-72-0 ]

Related Doc. of [ 19213-72-0 ]

SDS
Alternatived Products of [ 19213-72-0 ]
Alternatived Products of [ 19213-72-0 ]

Product Details of [ 19213-72-0 ]

CAS No. :19213-72-0MDL No. :MFCD00014498
Formula : C6H8N2O2 Boiling Point : 71-72°C at 6 mmHg
Linear Structure Formula :-InChI Key :N/A
M.W :140.14Pubchem ID :87963
Synonyms :

Computed Properties of [ 19213-72-0 ]

TPSA : 44.1 H-Bond Acceptor Count : 3
XLogP3 : - H-Bond Donor Count : 0
SP3 : 0.33 Rotatable Bond Count : 2

Safety of [ 19213-72-0 ]

Signal Word:WarningClass:N/A
Precautionary Statements:P280-P305+P351+P338UN#:N/A
Hazard Statements:H302Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 19213-72-0 ]

  • Upstream synthesis route of [ 19213-72-0 ]
  • Downstream synthetic route of [ 19213-72-0 ]

[ 19213-72-0 ] Synthesis Path-Upstream   1~12

  • 1
  • [ 19213-72-0 ]
  • [ 16042-25-4 ]
Reference: [1] Patent: US5023336, 1991, A,
  • 2
  • [ 288-32-4 ]
  • [ 541-41-3 ]
  • [ 19213-72-0 ]
YieldReaction ConditionsOperation in experiment
17% at 0 - 20℃; for 5 h; Imidazole is added to the reactor (3.75g, 55 . 0mmol), thf (50.0 ml), the reaction is cooled to 0 °C, the ethyl chloroformate (2.58 ml, 27 . 0mmol) dropwise wherein the 0 °C stirring 1h rear, moving to the room temperature, reaction 4h. Filtering the reaction liquid, turns on lathe does, its re-dissolved in 100 ml diethyl ether, washed with water, drying by anhydrous magnesium sulphate the organic phase, the turns on lathe does colorless liquid, i.e. compound 3 (1.28g, 17percent yield)
17% at 0 - 20℃; for 5 h; Imidazole is added to the reactor (3.75g, 55 . 0mmol), thf (50.0 ml), the reaction is cooled to 0 °C, the ethyl chloroformate (2.58 ml, 27 . 0mmol) dropwise wherein the 0 °C stirring 1h rear, moving to the room temperature, reaction 4h. Filtering the reaction liquid, turns on lathe does, its re-dissolved in 100 ml diethyl ether, washed with water, drying by anhydrous magnesium sulphate the organic phase, the turns on lathe does colorless liquid, i.e. compound 3 (1.28g, 17percent yield);
Reference: [1] Angewandte Chemie - International Edition, 2012, vol. 51, # 33, p. 8304 - 8308
[2] Organic Letters, 2010, vol. 12, # 20, p. 4572 - 4575
[3] Patent: CN105566347, 2016, A, . Location in patent: Paragraph 0033; 0034; 0035
[4] Patent: CN105503932, 2016, A, . Location in patent: Paragraph 0045; 0046; 0047
[5] Justus Liebigs Annalen der Chemie, 1957, vol. 609, p. 75,82
[6] Tetrahedron Letters, 1982, vol. 23, # 20, p. 2113 - 2116
[7] Journal of Organic Chemistry, 1982, vol. 47, # 21, p. 4040 - 4045
[8] Tetrahedron, 2011, vol. 67, # 46, p. 8851 - 8859
[9] Tetrahedron Letters, 2012, vol. 53, # 9, p. 1060 - 1062
  • 3
  • [ 64-17-5 ]
  • [ 530-62-1 ]
  • [ 19213-72-0 ]
Reference: [1] Nucleosides and Nucleotides, 1999, vol. 18, # 9, p. 2109 - 2120
[2] Tetrahedron Letters, 1982, vol. 23, # 20, p. 2113 - 2116
[3] Gazzetta Chimica Italiana, 1993, vol. 123, # 10, p. 559 - 562
[4] Green Chemistry, 2012, vol. 14, # 2, p. 326 - 329
[5] Tetrahedron Letters, 2012, vol. 53, # 19, p. 2373 - 2376
  • 4
  • [ 288-32-4 ]
  • [ 63436-79-3 ]
  • [ 19213-72-0 ]
Reference: [1] Journal of Organic Chemistry, 1980, vol. 45, # 22, p. 4519 - 4522
  • 5
  • [ 288-32-4 ]
  • [ 74877-64-8 ]
  • [ 19213-72-0 ]
Reference: [1] Journal of Organic Chemistry, 1980, vol. 45, # 22, p. 4519 - 4522
  • 6
  • [ 64-17-5 ]
  • [ 530-62-1 ]
  • [ 288-32-4 ]
  • [ 19213-72-0 ]
Reference: [1] Synthetic Communications, 2000, vol. 30, # 1, p. 23 - 30
[2] Russian Journal of Applied Chemistry, 2012, vol. 85, # 3, p. 456 - 459
  • 7
  • [ 110-85-0 ]
  • [ 19213-72-0 ]
  • [ 142-64-3 ]
  • [ 120-43-4 ]
Reference: [1] Green Chemistry, 2012, vol. 14, # 2, p. 326 - 329
  • 8
  • [ 19213-72-0 ]
  • [ 38191-34-3 ]
  • [ 19932-85-5 ]
Reference: [1] RSC Advances, 2014, vol. 4, # 103, p. 59594 - 59602
  • 9
  • [ 19213-72-0 ]
  • [ 93-10-7 ]
  • [ 4491-33-2 ]
Reference: [1] Organic Letters, 2012, vol. 14, # 8, p. 1970 - 1973
  • 10
  • [ 19213-72-0 ]
  • [ 1878-68-8 ]
  • [ 14062-25-0 ]
YieldReaction ConditionsOperation in experiment
89% at 80℃; for 24 h; Inert atmosphere; Sealed vial General procedure: Carboxylic acid (0.5 mmol) and MImC (2a, 1.0 mmol) were placed in a dry 20 mL vial with a Teflon tape-coated thread. A magnetic stirbar was added, followed by dry MeCN (1.0 mL), and the vial was quickly sealed with a plastic cap (gas is evolved during the course of the reaction. All experiments should be performed behind a blast shield if a sealed container is used.). The reaction mixture was then stirred at 23 °C for 15 min and then heated to 80 °C using a heating block for 24 h. The mixture was cooled to room temperature and then the vial was carefully opened (CAUTION: vial under pressure.). The volatiles were removed in vacuo, the resulting residue was dissolved in diethyl ether (20 mL), and then washed with 1 M HCl (10 mL). The aqueous layer was back-extracted with diethyl ether (20 mL) and the organic fractions were combined, washed with a saturated solution of NaHCO3 and then brine, dried over MgSO4, and concentrated in vacuo to afford the desired ester.
Reference: [1] Tetrahedron, 2011, vol. 67, # 46, p. 8851 - 8859
[2] Organic Letters, 2012, vol. 14, # 8, p. 1970 - 1973
  • 11
  • [ 19213-72-0 ]
  • [ 14062-24-9 ]
  • [ 19677-37-3 ]
YieldReaction ConditionsOperation in experiment
78%
Stage #1: With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.5 h;
Stage #2: at -78 - 20℃;
General procedure: To a stirred solution of phenyl acetic acid ethyl ester 1a (1 g, 6.09 mmol) in THF (10 mL) was added LiHMDS (9.1 ml, 1 M sol. in THF, 7.31 mmol) at -78 °C and the reaction mixture was stirred at this temperature for 30 min. Ethyl-1-imidazole carboxylate 2 (1.2 g, 9.146 mmol) in dry THF (3 ml) was added drop wise to the reaction mixture at -78 °C and stirred at rt for 3 h. The reaction mixture was quenched with saturated ammonium chloride solution and extracted with ethyl acetate. The combined organic layer was washed with water, saturated brine solution, and dried over Na2SO4. The solvent was evaporated under reduced pressure and the crude product was chromatographed on a silica gel column. Elution with 4percent ethyl acetate/pet ether gave the pure compound 3a (1.1 g, 81percent yield) as a colorless liquid.
Reference: [1] Tetrahedron Letters, 2012, vol. 53, # 9, p. 1060 - 1062
  • 12
  • [ 19213-72-0 ]
  • [ 2749-11-3 ]
  • [ 4042-35-7 ]
Reference: [1] Chemistry Letters, 2013, vol. 42, # 2, p. 109 - 111
Historical Records

Related Functional Groups of
[ 19213-72-0 ]

Amides

Chemical Structure| 345311-03-7

[ 345311-03-7 ]

tert-Butyl 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate

Similarity: 0.64

Chemical Structure| 374795-76-3

[ 374795-76-3 ]

tert-Butyl 5,6-dihydroimidazo[1,5-a]pyrazine-7(8H)-carboxylate

Similarity: 0.63

Chemical Structure| 949922-61-6

[ 949922-61-6 ]

tert-Butyl 3-bromo-5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate

Similarity: 0.58

Chemical Structure| 1188264-74-5

[ 1188264-74-5 ]

tert-Butyl 3-bromo-5,6-dihydroimidazo[1,5-a]pyrazine-7(8H)-carboxylate

Similarity: 0.57

Chemical Structure| 2466-76-4

[ 2466-76-4 ]

1-(1H-Imidazol-1-yl)ethanone

Similarity: 0.55

Related Parent Nucleus of
[ 19213-72-0 ]

Aromatic Heterocycles

Chemical Structure| 20075-26-7

[ 20075-26-7 ]

1-(Methoxymethyl)-1H-imidazole

Similarity: 0.67

Chemical Structure| 345311-03-7

[ 345311-03-7 ]

tert-Butyl 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate

Similarity: 0.64

Chemical Structure| 374795-76-3

[ 374795-76-3 ]

tert-Butyl 5,6-dihydroimidazo[1,5-a]pyrazine-7(8H)-carboxylate

Similarity: 0.63

Chemical Structure| 949922-61-6

[ 949922-61-6 ]

tert-Butyl 3-bromo-5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate

Similarity: 0.58

Chemical Structure| 1188264-74-5

[ 1188264-74-5 ]

tert-Butyl 3-bromo-5,6-dihydroimidazo[1,5-a]pyrazine-7(8H)-carboxylate

Similarity: 0.57

Imidazoles

Chemical Structure| 20075-26-7

[ 20075-26-7 ]

1-(Methoxymethyl)-1H-imidazole

Similarity: 0.67

Chemical Structure| 2466-76-4

[ 2466-76-4 ]

1-(1H-Imidazol-1-yl)ethanone

Similarity: 0.55

Chemical Structure| 17450-34-9

[ 17450-34-9 ]

Ethyl 2-(1-Imidazolyl)acetate

Similarity: 0.54

Chemical Structure| 1065483-60-4

[ 1065483-60-4 ]

2-Bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-imidazole

Similarity: 0.52

Chemical Structure| 1615-14-1

[ 1615-14-1 ]

2-(1H-Imidazol-1-yl)ethanol

Similarity: 0.51