SCOPUS 정보 검색 플랫폼

Volumn , Issue 18, 2007, Pages 2868-2870

Synthesis of 2,4-diaryl-3H-1-benzazepines

Author keywords

Amines; Annulations; Bicyclic compounds; Heterocycles; Ketones

Indexed keywords

BENZAZEPINE DERIVATIVE; KETONE;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; DRUG SYNTHESIS;

EID: 36549008536 PISSN: 09365214 EISSN: None Source Type: Journal
DOI: 10.1055/s-2007-991095 Document Type: Article

Times cited : (6)

References (6)

1
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- Kudzma, L. Synthesis 2003, 1661.
- (2003) Synthesis , pp. 1661
- Kudzma, L.¹

2
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- Brooke, G. M.; Matthews, R. S. J. Fluorine Chem. 1988, 40, 109.
- (1988) J. Fluorine Chem , vol.40 , pp. 109
- Brooke, G.M.¹ Matthews, R.S.²

3
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- Sudo, K.; Miyazaki, Y.; Kojima, N.; Kobayashi, M.; Suzuki, H.; Shintani, M.; Shimizu, Y. Antiviral Res. 2005, 65, 125.
- (2005) Antiviral Res , vol.65 , pp. 125
- Sudo, K.¹ Miyazaki, Y.² Kojima, N.³ Kobayashi, M.⁴ Suzuki, H.⁵ Shintani, M.⁶ Shimizu, Y.⁷

4
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- Seto, M.; Miyamoto, N.; Aikawa, K.; Aramaki, Y.; Kanzaki, N.; Iizawa, Y.; Baba, M.; Shiranishi, M. Bioorg. Med. Chem. 2005, 13, 363.
- (2005) Bioorg. Med. Chem , vol.13 , pp. 363
- Seto, M.¹ Miyamoto, N.² Aikawa, K.³ Aramaki, Y.⁴ Kanzaki, N.⁵ Iizawa, Y.⁶ Baba, M.⁷ Shiranishi, M.⁸

5
- 0037471462
- Qadir, M.; Priestley, R. E.; Rising, T. W. D. F.; Gelbrich, T.; Coles, S. J.; Hursthouse, M. B.; Sheldrake, P. W.; Whittall, N.; Hii, K. K. Tetrahedron Lett. 2003, 44, 3675.
- (2003) Tetrahedron Lett , vol.44 , pp. 3675
- Qadir, M.¹ Priestley, R.E.² Rising, T.W.D.F.³ Gelbrich, T.⁴ Coles, S.J.⁵ Hursthouse, M.B.⁶ Sheldrake, P.W.⁷ Whittall, N.⁸ Hii, K.K.⁹

6
- 36549017950
- Typical Procedure A solution of 6.7 mmol of the 2-fluoroaniline, 6.7 mmol of the aryl methyl ketone, and 40 mg of PTSA in 30 mL of toluene or xylenes in a Dean-Stark apparatus was heated at reflux until the initially formed imine was converted into benzazepine, as judged by silica gel TLC. After cooling, the solution was washed with 5% NaHCO3 solution and dried over MgSO4. Removal of the solvent under reduced pressure gave dark oil or solid, which was triturated with EtOAc-hexanes to isolate a first crop of benzazepine. Additional product can be obtained by taking a second crop, or purification by silica gel chromatography, eluting with EtOAc-hexanes. Analytically pure samples can be obtained by recrystallization from EtOAc-hexanes. 2,4-Bis(4-methoxyphenyl)-3H-1-benzazepine (2a) Mp 159-160°C. 1H NMR (300 MHz, CDCl3, δ, 7.86 (d, 2 H, J, 9 Hz, 7.56-7.15 (m, 4 H, 7.49 d, 2 H, J, 9 Hz
- 21N (395.49): C, 91.11; H, 5.35; N, 3.54. Found: C, 90.81; H, 5.54; N, 3.44.

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.