Home Cart 0 Sign in  

[ CAS No. 18144-47-3 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 18144-47-3
Chemical Structure| 18144-47-3
Structure of 18144-47-3 *Storage: {[proInfo.prStorage]}

Quality Control of [ 18144-47-3 ]

Related Doc. of [ 18144-47-3 ]

SDS
Alternatived Products of [ 18144-47-3 ]
Alternatived Products of [ 18144-47-3 ]

Product Details of [ 18144-47-3 ]

CAS No. :18144-47-3MDL No. :MFCD00665790
Formula : C11H15NO2 Boiling Point : 322.4°C at 760 mmHg
Linear Structure Formula :-InChI Key :N/A
M.W :193.24Pubchem ID :233272
Synonyms :

Computed Properties of [ 18144-47-3 ]

TPSA : 52.3 H-Bond Acceptor Count : 3
XLogP3 : 2.1 H-Bond Donor Count : 1
SP3 : 0.36 Rotatable Bond Count : 3

Safety of [ 18144-47-3 ]

Signal Word:WarningClass:N/A
Precautionary Statements:P261-P305+P351+P338UN#:N/A
Hazard Statements:H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 18144-47-3 ]

  • Upstream synthesis route of [ 18144-47-3 ]
  • Downstream synthetic route of [ 18144-47-3 ]

[ 18144-47-3 ] Synthesis Path-Upstream   1~13

  • 1
  • [ 19756-72-0 ]
  • [ 18144-47-3 ]
YieldReaction ConditionsOperation in experiment
100% With hydrogen In methanol for 5 h; Tert-butyl 4-nitrobenzoate (27) (4.75 g, 21.279 mmol) was dissolved in MeOH (200 ml) and added with CAUTION was Pd/C (475 mg, 0.1 equiv. w/w) and the flask evacuated prior to purging with N2, re-evacuation and purging with H2. The mixture was stirred under H2 for 5 hours until complete. The mixture was filtered through celite and evaporated to a white solid (4.11 g, 21.269 mmol, quant.). Rf 0.29 [20percent EtOAc in Hexane]. Mp. I l l - 113 0C. 1H NMR (400 MHz, CDCl3) δ 7.79 (2H, dt, J=8.6, 2.3 Hz, 2ArH), 6.61 (2H, dt, J=8.6, 2.3 Hz, 2ArH), 4.00 (2H, br s, NH2), 1.56 (9H, s, C(CH3)3) ppm. 13C NMR (100 MHz, CDCl3) δ 165.9 (C=O), 150.4 (ArC), 131.3 (ArCH), 121.7 (ArC), 113.7 (ArCH), 80.0 (C(CH3)3), 28.3 (C(CH3)3) ppm. IR (neat) υmax 3415, 3345, 3235, 2972, 1682, 1598, 1367, 1287, 1154, 1115 cm 1. HRMS mJz calc. C11H15NO2 [M+l] 194.1176, found [M+l] 194.1179.
90% With hydrogen In methanol at 20℃; for 3 h; A solution of t-butyl-4-nitrobenzoate (2.30 g; 0.0103 mol) in MeOH (100 mL) containing 5percent Pd/C (300 mg) was hydrogenated at 30 psi and room temperature for three hours. The catalyst was removed by filtration (celite pad), and the filtrate was concentrated in vacuo to give 1.9 g (90percent) of desired product suitable for further transformation. Additional reactions were carried out to give a total of .similar.4.2 g of similar material.
Reference: [1] Journal of Medicinal Chemistry, 2008, vol. 51, # 24, p. 7751 - 7767
[2] Patent: WO2008/122667, 2008, A2, . Location in patent: Page/Page column 51
[3] Petroleum Chemistry, 1998, vol. 38, # 4, p. 251 - 255
[4] Organic Letters, 2017, vol. 19, # 24, p. 6518 - 6521
[5] Green Chemistry, 2018, vol. 20, # 1, p. 130 - 135
[6] Patent: EP1367046, 2003, A1, . Location in patent: Page 24
[7] Bioorganic and Medicinal Chemistry, 2000, vol. 8, # 9, p. 2229 - 2241
[8] Synthetic Communications, 1984, vol. 14, # 10, p. 921 - 924
[9] Journal of Medicinal Chemistry, 1995, vol. 38, # 6, p. 994 - 1004
[10] Russian Journal of Organic Chemistry, 1997, vol. 33, # 11, p. 1613 - 1615
[11] Petroleum Chemistry, 1998, vol. 38, # 4, p. 251 - 255
[12] Tetrahedron Letters, 2003, vol. 44, # 29, p. 5445 - 5448
[13] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 5, p. 1749 - 1761
[14] Patent: WO2010/72734, 2010, A2, . Location in patent: Page/Page column 30-31
[15] Patent: WO2012/38944, 2012, A1, . Location in patent: Page/Page column 48
  • 2
  • [ 150-13-0 ]
  • [ 18144-47-3 ]
Reference: [1] Patent: US4730050, 1988, A,
[2] Patent: EP283563, 1991, B1,
[3] Angewandte Chemie - International Edition, 2013, vol. 52, # 38, p. 10084 - 10088[4] Angew. Chem., 2013, vol. 125, # 38, p. 10268 - 10272,5
[5] Patent: WO2015/179956, 2015, A1,
  • 3
  • [ 59247-47-1 ]
  • [ 18144-47-3 ]
  • [ 150-13-0 ]
Reference: [1] Organic Letters, 2002, vol. 4, # 26, p. 4689 - 4692
  • 4
  • [ 769121-30-4 ]
  • [ 18144-47-3 ]
Reference: [1] Organic and Biomolecular Chemistry, 2014, vol. 12, # 2, p. 261 - 264
  • 5
  • [ 1257310-84-1 ]
  • [ 18144-47-3 ]
Reference: [1] Tetrahedron Letters, 2010, vol. 51, # 46, p. 5984 - 5987
  • 6
  • [ 19756-72-0 ]
  • [ 18144-47-3 ]
  • [ 250684-63-0 ]
Reference: [1] Tetrahedron Letters, 1999, vol. 40, # 36, p. 6557 - 6560
  • 7
  • [ 62-23-7 ]
  • [ 18144-47-3 ]
Reference: [1] Petroleum Chemistry, 1998, vol. 38, # 4, p. 251 - 255
[2] Tetrahedron Letters, 2003, vol. 44, # 29, p. 5445 - 5448
[3] Tetrahedron Letters, 1999, vol. 40, # 36, p. 6557 - 6560
[4] Tetrahedron Letters, 1999, vol. 40, # 36, p. 6557 - 6560
[5] Patent: WO2012/38944, 2012, A1,
[6] Patent: WO2008/122667, 2008, A2,
  • 8
  • [ 16106-38-0 ]
  • [ 75-65-0 ]
  • [ 18144-47-3 ]
Reference: [1] Patent: WO2015/179956, 2015, A1, . Location in patent: Paragraph 00160; 00171-00172
  • 9
  • [ 150-13-0 ]
  • [ 75-65-0 ]
  • [ 18144-47-3 ]
Reference: [1] Synthetic Communications, 2004, vol. 34, # 8, p. 1489 - 1497
[2] Patent: EP2947074, 2015, A1, . Location in patent: Paragraph 0042; 0043
  • 10
  • [ 19756-72-0 ]
  • [ 18144-47-3 ]
Reference: [1] Tetrahedron Letters, 1999, vol. 40, # 36, p. 6557 - 6560
  • 11
  • [ 1370363-00-0 ]
  • [ 18144-47-3 ]
Reference: [1] Angewandte Chemie - International Edition, 2013, vol. 52, # 38, p. 10084 - 10088[2] Angew. Chem., 2013, vol. 125, # 38, p. 10268 - 10272,5
  • 12
  • [ 16106-38-0 ]
  • [ 18144-47-3 ]
Reference: [1] Angewandte Chemie - International Edition, 2013, vol. 52, # 38, p. 10084 - 10088[2] Angew. Chem., 2013, vol. 125, # 38, p. 10268 - 10272,5
  • 13
  • [ 24537-25-5 ]
  • [ 75-65-0 ]
  • [ 18144-47-3 ]
Reference: [1] Synthetic Communications, 1984, vol. 14, # 10, p. 921 - 924
Historical Records

Related Functional Groups of
[ 18144-47-3 ]

Amines

Chemical Structure| 35005-25-5

[ 35005-25-5 ]

Isopropyl 3-aminobenzoate

Similarity: 0.96

Chemical Structure| 121649-61-4

[ 121649-61-4 ]

Isopropyl 3,4-diaminobenzoate

Similarity: 0.93

Chemical Structure| 1312425-07-2

[ 1312425-07-2 ]

3-Amino-5-(ethoxycarbonyl)benzoic acid

Similarity: 0.92

Chemical Structure| 40800-65-5

[ 40800-65-5 ]

Ethyl 4-amino-3-methylbenzoate

Similarity: 0.92

Chemical Structure| 65399-05-5

[ 65399-05-5 ]

5-Aminophthalide

Similarity: 0.91

Aryls

Chemical Structure| 35005-25-5

[ 35005-25-5 ]

Isopropyl 3-aminobenzoate

Similarity: 0.96

Chemical Structure| 121649-61-4

[ 121649-61-4 ]

Isopropyl 3,4-diaminobenzoate

Similarity: 0.93

Chemical Structure| 1312425-07-2

[ 1312425-07-2 ]

3-Amino-5-(ethoxycarbonyl)benzoic acid

Similarity: 0.92

Chemical Structure| 40800-65-5

[ 40800-65-5 ]

Ethyl 4-amino-3-methylbenzoate

Similarity: 0.92

Chemical Structure| 619-45-4

[ 619-45-4 ]

Methyl 4-aminobenzoate

Similarity: 0.90

Esters

Chemical Structure| 35005-25-5

[ 35005-25-5 ]

Isopropyl 3-aminobenzoate

Similarity: 0.96

Chemical Structure| 121649-61-4

[ 121649-61-4 ]

Isopropyl 3,4-diaminobenzoate

Similarity: 0.93

Chemical Structure| 1312425-07-2

[ 1312425-07-2 ]

3-Amino-5-(ethoxycarbonyl)benzoic acid

Similarity: 0.92

Chemical Structure| 40800-65-5

[ 40800-65-5 ]

Ethyl 4-amino-3-methylbenzoate

Similarity: 0.92

Chemical Structure| 65399-05-5

[ 65399-05-5 ]

5-Aminophthalide

Similarity: 0.91