SCOPUS 정보 검색 플랫폼

Journal of Organic Chemistry

Volumn 64, Issue 6, 1999, Pages 1953-1957

Kinetics and mechanism of the reactions of anilines with ethyl S-aryl thiocarbonates

(4) Castro, Enrique A a Leandro, Leonardo a Millán, Pablo a Santos, José G a

a PONTIFICIA UNIVERSIDAD CATÓLICA DE CHILE (Chile)

Author keywords

[No Author keywords available]

Indexed keywords

4 METHYLANILINE; ALICYCLIC AMINE; ANILINE; ANILINE DERIVATIVE; CARBONIC ACID DERIVATIVE; POTASSIUM CHLORIDE; PYRIDINE DERIVATIVE; S (2,4 DINITROPHENYL)THIOCARBONIC ACID ETHYL ESTER; S (2,4,6 TRINITROPHENYL)THIOCARBONIC ACID ETHYL ESTER; THIOPHENOL DERIVATIVE; UNCLASSIFIED DRUG;

AQUEOUS SOLUTION; ARTICLE; CHEMICAL REACTION; CHEMICAL REACTION KINETICS; CHEMOREACTIVITY; DEAMINATION; MOLECULAR STABILITY; PH; PKA; REACTION ANALYSIS; REACTION TIME; SPECTROPHOTOMETRY;

EID: 0033583280 PISSN: 00223263 EISSN: None Source Type: Journal
DOI: 10.1021/jo982063u Document Type: Article

Times cited : (58)

References (50)

1
- 0016405364
- Satterthwait, A. C.; Jencks, W. P. J. Am. Chem. Soc. 1974, 96, 7018. Cho, B. R.; Kim, Y. K.; Yoon, C. M. J. Am. Chem. Soc. 1997, 119, 691. Maude, A. B.; Williams, A. J. Chem. Soc., Perkin Trans. 2 1997, 179.
- (1974) J. Am. Chem. Soc. , vol.96 , pp. 7018
- Satterthwait, A.C.¹ Jencks, W.P.²

2
- 0031048516
- Satterthwait, A. C.; Jencks, W. P. J. Am. Chem. Soc. 1974, 96, 7018. Cho, B. R.; Kim, Y. K.; Yoon, C. M. J. Am. Chem. Soc. 1997, 119, 691. Maude, A. B.; Williams, A. J. Chem. Soc., Perkin Trans. 2 1997, 179.
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 691
- Cho, B.R.¹ Kim, Y.K.² Yoon, C.M.³

3
- 0001417334
- Satterthwait, A. C.; Jencks, W. P. J. Am. Chem. Soc. 1974, 96, 7018. Cho, B. R.; Kim, Y. K.; Yoon, C. M. J. Am. Chem. Soc. 1997, 119, 691. Maude, A. B.; Williams, A. J. Chem. Soc., Perkin Trans. 2 1997, 179.
- (1997) J. Chem. Soc., Perkin Trans. 2 , pp. 179
- Maude, A.B.¹ Williams, A.²

4
- 0000952113
- (a) Kirsch, J. F.; Kline, A. J. Am. Chem. Soc. 1969, 91, 1841.
- (1969) J. Am. Chem. Soc. , vol.91 , pp. 1841
- Kirsch, J.F.¹ Kline, A.²

5
- 33947090820
- (b) Menger, F. M.; Smith, J. H. J. Am. Chem. Soc. 1972, 94, 3824.
- (1972) J. Am. Chem. Soc. , vol.94 , pp. 3824
- Menger, F.M.¹ Smith, J.H.²

6
- 33845559886
- (c) O'Leary, M. H.; Marlier, J. F. J. Am. Chem. Soc. 1979, 101, 3300.
- (1979) J. Am. Chem. Soc. , vol.101 , pp. 3300
- O'Leary, M.H.¹ Marlier, J.F.²

7
- 0001378898
- (d) Khan, M. N. J. Org. Chem. 1983, 48, 2046.
- (1983) J. Org. Chem. , vol.48 , pp. 2046
- Khan, M.N.¹

8
- 33845375500
- (e) Castro, E. A.; Valdivia, J. L. J. Org. Chem. 1986, 51, 1668.
- (1986) J. Org. Chem. , vol.51 , pp. 1668
- Castro, E.A.¹ Valdivia, J.L.²

9
- 0003920333
- (f) Bell, K. H. Aust. J. Chem. 1987, 40, 1723.
- (1987) Aust. J. Chem. , vol.40 , pp. 1723
- Bell, K.H.¹

10
- 0001685642
- (g) Koh, H. J.; Lee, H. C.; Lee, H. W.; Lee, I. Bull. Korean Chem. Soc. 1995, 16, 839.
- (1995) Bull. Korean Chem. Soc. , vol.16 , pp. 839
- Koh, H.J.¹ Lee, H.C.² Lee, H.W.³ Lee, I.⁴

11
- 33847090104
- Gresser, M. J.; Jencks, W. P. J. Am. Chem. Soc. 1977, 99, 6963, 6970.
- (1977) J. Am. Chem. Soc. , vol.99 , pp. 6963
- Gresser, M.J.¹ Jencks, W.P.²

12
- 37049104058
- (a) Bond, P. M.; Moodie, R. B. J. Chem. Soc., Perkin Trans. 2 1976, 679.
- (1976) J. Chem. Soc., Perkin Trans. 2 , pp. 679
- Bond, P.M.¹ Moodie, R.B.²

13
- 33847089411
- (b) Castro, E. A.; Gil, F. J. J. Am. Chem. Soc. 1977, 99, 7611.
- (1977) J. Am. Chem. Soc. , vol.99 , pp. 7611
- Castro, E.A.¹ Gil, F.J.²

14
- 0000081506
- (c) Castro, E. A.; Freudenberg, M. J. Org. Chem. 1980, 45, 906.
- (1980) J. Org. Chem. , vol.45 , pp. 906
- Castro, E.A.¹ Freudenberg, M.²

15
- 0001178622
- (d) Castro, E. A.; Ibañez, F.; Lagos, S.; Schick, M.; Santos, J. G. J. Org. Chem. 1992, 57, 2691.
- (1992) J. Org. Chem. , vol.57 , pp. 2691
- Castro, E.A.¹ Ibañez, F.² Lagos, S.³ Schick, M.⁴ Santos, J.G.⁵

16
- 31544453973
- (e) Castro, E. A.; Ibañez, F.; Saitua, A. M.; Santos, J. G. J. Chem. Res., Synop. 1993, 56.
- (1993) J. Chem. Res., Synop. , pp. 56
- Castro, E.A.¹ Ibañez, F.² Saitua, A.M.³ Santos, J.G.⁴

17
- 0000779819
- (a) Campbell, P.; Lapinskas, B. A. J. Am. Chem. Soc. 1977, 99, 5378.
- (1977) J. Am. Chem. Soc. , vol.99 , pp. 5378
- Campbell, P.¹ Lapinskas, B.A.²

18
- 1542432261
- (b) Lee, I.; Shim, C. S.; Lee, H. W. J. Chem. Res., Synop. 1992, 90.
- (1992) J. Chem. Res., Synop. , pp. 90
- Lee, I.¹ Shim, C.S.² Lee, H.W.³

19
- 0001238703
- (c) Oh, H. K.; Shin, C. H.; Lee, I. Bull. Korean Chem. Soc. 1995, 16, 657.
- (1995) Bull. Korean Chem. Soc. , vol.16 , pp. 657
- Oh, H.K.¹ Shin, C.H.² Lee, I.³

20
- 0003056003
- (d) Um, I.-H.; Kwon, H.-J.; Kwon, D.-S.; Park, J.-Y. J. Chem. Res. 1995, (S) 301, (M) 1801.
- (1995) J. Chem. Res. , Issue.S , pp. 301
- Um, I.-H.¹ Kwon, H.-J.² Kwon, D.-S.³ Park, J.-Y.⁴ M⁵

21
- 37049079940
- (e) Oh, H. K.; Shin, C. H.; Lee, I. J. Chem. Soc., Perkin Trans. 2 1995, 1169.
- (1995) J. Chem. Soc., Perkin Trans. 2 , pp. 1169
- Oh, H.K.¹ Shin, C.H.² Lee, I.³

22
- 0344301625
- (a) Um, I.-H.; Choi, K.-E.; Kwon, D.-S. Bull. Korean Chem. Soc. 1990, 11, 362.
- (1990) Bull. Korean Chem. Soc. , vol.11 , pp. 362
- Um, I.-H.¹ Choi, K.-E.² Kwon, D.-S.³

23
- 34547173998
- (b) Castro, E. A.; Ureta, C. J. Chem. Soc., Perkin Trans. 2 1991, 63.
- (1991) J. Chem. Soc., Perkin Trans. 2 , pp. 63
- Castro, E.A.¹ Ureta, C.²

24
- 0001381025
- (a) Castro, E. A.; Ibañez, F.; Salas, M.; Santos, J. G. J. Org. Chem. 1991, 56, 4819.
- (1991) J. Org. Chem. , vol.56 , pp. 4819
- Castro, E.A.¹ Ibañez, F.² Salas, M.³ Santos, J.G.⁴

25
- 0028331224
- (b) Castro, E. A.; Salas, M.; Santos, J. G. J. Org. Chem. 1994, 59, 30.
- (1994) J. Org. Chem. , vol.59 , pp. 30
- Castro, E.A.¹ Salas, M.² Santos, J.G.³

26
- 33751157546
- (c) Castro, E. A.; Cubillos, M.; Santos, J. G. J. Org. Chem. 1994, 59, 3572.
- (1994) J. Org. Chem. , vol.59 , pp. 3572
- Castro, E.A.¹ Cubillos, M.² Santos, J.G.³

27
- 0001282074
- (d) Castro, E. A.; Pizarro, M. I.; Santos, J. G. J. Org. Chem. 1996, 61, 5982.
- (1996) J. Org. Chem. , vol.61 , pp. 5982
- Castro, E.A.¹ Pizarro, M.I.² Santos, J.G.³

28
- 0001324665
- (a) Castro, E. A.; Santos, J. G.; Tellez, J.; Umana, M. I. J. Org. Chem. 1997, 62, 6568.
- (1997) J. Org. Chem. , vol.62 , pp. 6568
- Castro, E.A.¹ Santos, J.G.² Tellez, J.³ Umana, M.I.⁴

29
- 0000707161
- (b) Castro, E. A.; Cubillos, M.; Santos, J. G.; Tellez, J. J. Org. Chem. 1996, 61, 3501.
- (1996) J. Org. Chem. , vol.61 , pp. 3501
- Castro, E.A.¹ Cubillos, M.² Santos, J.G.³ Tellez, J.⁴

30
- 0001731024
- (c) Castro, E. A.; Cubillos, M.; Santos, J. G.; Téllez, J. J. Org. Chem. 1997, 62, 2512.
- (1997) J. Org. Chem. , vol.62 , pp. 2512
- Castro, E.A.¹ Cubillos, M.² Santos, J.G.³ Téllez, J.⁴

31
- 0000425999
- (a) Castro, E. A.; Cubillos, M.; Ibañez, F.; Moraga, I.; Santos, J. G. J. Org. Chem. 1993, 58, 5400.
- (1993) J. Org. Chem. , vol.58 , pp. 5400
- Castro, E.A.¹ Cubillos, M.² Ibañez, F.³ Moraga, I.⁴ Santos, J.G.⁵

32
- 0000542307
- (b) Castro, E. A.; Araneda, C. A.; Santos, J. G. J. Org. Chem. 1997, 62, 126.
- (1997) J. Org. Chem. , vol.62 , pp. 126
- Castro, E.A.¹ Araneda, C.A.² Santos, J.G.³

33
- 0000118433
- (c) Oh, H. K.; Woo, S. Y.; Shin, C. H.; Park, Y. S.; Lee, I. J. Org. Chem. 1997, 62, 5780.
- (1997) J. Org. Chem. , vol.62 , pp. 5780
- Oh, H.K.¹ Woo, S.Y.² Shin, C.H.³ Park, Y.S.⁴ Lee, I.⁵

34
- 0032099951
- (d) Oh, H. K.; Lee, J. Y.; Yun, J. H.; Park, Y. S.; Lee, I. Int. J. Chem. Kinet. 1998, 30, 419.
- (1998) Int. J. Chem. Kinet. , vol.30 , pp. 419
- Oh, H.K.¹ Lee, J.Y.² Yun, J.H.³ Park, Y.S.⁴ Lee, I.⁵

35
- 0041665783
- Herrera, M.; Ruiz, V. M.; Valderrama, J. A.; Vega, J. C. An. Quim. 1980, C76, 183.
- (1980) An. Quim. , vol.C76 , pp. 183
- Herrera, M.¹ Ruiz, V.M.² Valderrama, J.A.³ Vega, J.C.⁴

36
- 0004258726
- Methuen: London
- Bell, R. P. The Proton in Chemistry; Methuen: London, 1959; p 159.
- (1959) The Proton in Chemistry , pp. 159
- Bell, R.P.¹

37
- 0000379649
- Williams, A. Acc. Chem. Res. 1989, 22, 387.
- (1989) Acc. Chem. Res. , vol.22 , pp. 387
- Williams, A.¹

38
- 37049082690
- Hibbert, F.; Malana, M. A. J. Chem. Soc., Perkin Trans 2 1990, 711.
- (1990) J. Chem. Soc., Perkin Trans 2 , pp. 711
- Hibbert, F.¹ Malana, M.A.²

39
- 33845183356
- Ba-Saif, S.; Luthra, A. K.; Williams, A. J. Am. Chem. Soc. 1989, 111, 2647.
- (1989) J. Am. Chem. Soc. , vol.111 , pp. 2647
- Ba-Saif, S.¹ Luthra, A.K.² Williams, A.³

40
- 37049078074
- Ba-Saif, S. A.; Colthurst, M.; Waring, M. A.; Williams, A. J. Chem. Soc., Perkin Trans. 2 1991, 1901.
- (1991) J. Chem. Soc., Perkin Trans. 2 , pp. 1901
- Ba-Saif, S.A.¹ Colthurst, M.² Waring, M.A.³ Williams, A.⁴

41
- 0001488907
- Stefanidis, D.; Cho, S.; Dhe-Paganon, S.; Jencks, W. P. J. Am. Chem. Soc. 1993, 115, 1650.
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 1650
- Stefanidis, D.¹ Cho, S.² Dhe-Paganon, S.³ Jencks, W.P.⁴

42
- 33847086871
- Jencks, W. P. Acc. Chem. Res. 1980, 13, 161. Jencks, W. P. Chem. Soc. Rev. 1981, 10, 345. Williams, A. Chem. Soc. Rev. 1994, 23, 93.
- (1980) Acc. Chem. Res. , vol.13 , pp. 161
- Jencks, W.P.¹

43
- 37049099359
- Jencks, W. P. Acc. Chem. Res. 1980, 13, 161. Jencks, W. P. Chem. Soc. Rev. 1981, 10, 345. Williams, A. Chem. Soc. Rev. 1994, 23, 93.
- (1981) Chem. Soc. Rev. , vol.10 , pp. 345
- Jencks, W.P.¹

44
- 0002119822
- Jencks, W. P. Acc. Chem. Res. 1980, 13, 161. Jencks, W. P. Chem. Soc. Rev. 1981, 10, 345. Williams, A. Chem. Soc. Rev. 1994, 23, 93.
- (1994) Chem. Soc. Rev. , vol.23 , pp. 93
- Williams, A.¹

45
- 33751554192
- Castro, E. A.; Ureta, C. J. Org. Chem. 1990, 55, 1676.
- (1990) J. Org. Chem. , vol.55 , pp. 1676
- Castro, E.A.¹ Ureta, C.²

46
- 0001641523
- (a) Jensen, J. L.; Jencks, W. P. J. Am. Chem. Soc. 1979, 101, 1476.
- (1979) J. Am. Chem. Soc. , vol.101 , pp. 1476
- Jensen, J.L.¹ Jencks, W.P.²

47
- 0001113708
- (b) Duglas, K. T. Acc. Chem. Res. 1986, 19, 186.
- (1986) Acc. Chem. Res. , vol.19 , pp. 186
- Duglas, K.T.¹

48
- 33847088916
- Hupe, D. J.; Jencks, W. P. J. Am. Chem. Soc. 1977, 99, 451.
- (1977) J. Am. Chem. Soc. , vol.99 , pp. 451
- Hupe, D.J.¹ Jencks, W.P.²

49
- 0010827721
- Pearson, R. G. J. Chem. Educ. 1968, 45, 581. Pearson, R. G. J. Org. Chem. 1989, 54, 1423.
- (1968) J. Chem. Educ. , vol.45 , pp. 581
- Pearson, R.G.¹

50
- 33845183253
- Pearson, R. G. J. Chem. Educ. 1968, 45, 581. Pearson, R. G. J. Org. Chem. 1989, 54, 1423.
- (1989) J. Org. Chem. , vol.54 , pp. 1423
- Pearson, R.G.¹

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.