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Volumn 55, Issue 46, 1999, Pages 13159-13170

4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride: An efficient condensing agent leading to the formation of amides and esters

Author keywords

Amides; Carboxylic acids and derivatives; Condensations; Esters; Triazines

Indexed keywords

AMIDE; CARBOXYLIC ACID DERIVATIVE; ESTER; MORPHOLINE DERIVATIVE;

EID: 0033550301     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(99)00809-1     Document Type: Article
Times cited : (427)

References (59)
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    • For reviews on amide formation, see: (a) A. L. J. Beckwith The Chemistry of Amides Zabicky, J., Ed.; Interscience: London, 1970, pp 73.
    • (1970) The Chemistry of Amides , pp. 73
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    • Barton, D. H. R.; Ollis, W. D., Ed.; Pergamon Press: Oxford
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    • (1979) Comprehensive Organic Chemistry , vol.2 , pp. 957
    • Challis, B.C.1    Challis, J.A.2
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    • (c) Sandler, S. R.; Karo, W. Organic Functional Group Preparations, Wasserman, H. H., Ed.; Academic Press: New York, 1983; Vol. 1, 2nd ed. pp 315.
    • (1983) Organic Functional Group Preparations , vol.1 , pp. 315
    • Sandler, S.R.1    Karo, W.2
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    • Trost, B. M., Ed.; Pergamon Press: Oxford
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    • (1991) Comprehensive Organic Synthesis , vol.6 , pp. 381
    • Benz, G.1
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    • Patai, S., Ed.; Wiley: Chichester, Part 1
    • For reviews on esterification, see: (a) Ogliaruso M. and Wolfe J. F. The Chemistry of Functional Group; Patai, S., Ed.; Wiley: Chichester; Suppl. B, Part 1, pp 411.
    • The Chemistry of Functional Group , Issue.SUPPL. B , pp. 411
    • Ogliaruso, M.1    Wolfe, J.F.2
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    • Barton, D. H. R.; Ollis, W. D., Ed.; Pergamon Press: Oxford
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    • (1979) Comprehensive Organic Chemistry , vol.2 , pp. 869
    • Sutherland, I.O.1
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    • Wasserman, H. H., Ed.; Academic Press: New York, 2nd ed.
    • (c) Sandler, S. R.; Karo, W. Organic Functional Group Preparations, Wasserman, H. H., Ed.; Academic Press: New York, 1983; Vol. 1, 2nd ed. pp 288.
    • (1983) Organic Functional Group Preparations , vol.1 , pp. 288
    • Sandler, S.R.1    Karo, W.2
  • 8
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    • Trost, B. M., Ed.; Pergamon Press: Oxford
    • (d) Mulzer, J. Comprehensive Organic Synthesis; Trost, B. M., Ed.; Pergamon Press: Oxford, 1991; Vol. 6, pp 323.
    • (1991) Comprehensive Organic Synthesis , vol.6 , pp. 323
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  • 25
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    • It has been described in ref. 7a
    • It has been described in ref. 7a
  • 29
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    • Prolonging the reaction time resulted in decrease of the yield (70% DMTMM and 24% DMTM for 1 h; 2% DMTMM and 95% DMTM for 17 h)
    • Prolonging the reaction time resulted in decrease of the yield (70% DMTMM and 24% DMTM for 1 h; 2% DMTMM and 95% DMTM for 17 h).
  • 30
    • 0009516074 scopus 로고    scopus 로고
    • All the solid disappeared within 30 min indicating that the decomposition would have been completed at this time
    • All the solid disappeared within 30 min indicating that the decomposition would have been completed at this time.
  • 32
    • 0009486805 scopus 로고    scopus 로고
    • 4l
    • 4l
  • 33
    • 0009520303 scopus 로고    scopus 로고
    • No ester was formed in t-BuOH at room temperature, see ref. 7b
    • No ester was formed in t-BuOH at room temperature, see ref. 7b.
  • 34
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    • Isolation and characterization of some acyloxytriazine derivatives were reported, see ref. 3a, 4l, 4m, and 15
    • Isolation and characterization of some acyloxytriazine derivatives were reported, see ref. 3a, 4l, 4m, and 15.
  • 38
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    • 17 of 7
    • 17 of 7.
  • 42
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    • 3a,4m,15a these results would be consistent with the mechanism of Scheme 1 involving the formation of 5
    • 3a,4m,15a these results would be consistent with the mechanism of Scheme 1 involving the formation of 5.
  • 52
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    • Deshmukh, S. Y., Kelkar, S. L., Wadia, M. S. Synth. Commun. 1990, 20, 855-863. Maxim, N. Chem. Abstr. 1928, 22, 2153.
    • (1928) Chem. Abstr. , vol.22 , pp. 2153
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  • 56
    • 0009520304 scopus 로고    scopus 로고
    • The registry numbers of esters that are known compounds are as follows: 4a: [103-25-3]; 4e: [1754-62-7]; 4f: [103-41-3]; 4g: [93-58-3]; 4h: [619-50-1]; 4i:[121-98-2]; 4l: [120-61-6]
    • The registry numbers of esters that are known compounds are as follows: 4a: [103-25-3]; 4e: [1754-62-7]; 4f: [103-41-3]; 4g: [93-58-3]; 4h: [619-50-1]; 4i:[121-98-2]; 4l: [120-61-6]


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.