Synthesis of some new 2-mercaptobenzoxazol and study their biological activity against some plant pathogenic fungi

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Salih Mohammed Ismail
Ihmood Kh. Jebur
Fadhal D. Khalid

Abstract

The research included synthesis of 2-mercapto benzoxazole  (MBO) (1) ) from the reaction of ortho hydroxyl aniline with carbon disulfide in ethanolic potassium hydroxide. The hydrazine benzoxazole HMBA2 (2) was synthesized from the reaction of compound MBO (1) with hydrazine hydrate in presence of alcohol. Compounds (3(a- e)) were synthesized by condensate on of substituted Benzaldehydes with 2-Hydrazino benzoxazole HMBA2. The Ethyl2-(benzoxazolylthio) acetate EMBA1 (4) obtained from the reaction  of compound MBO (1) with solution of ethyl chloro acetate using KOH alcoholic .Finally the compound hydrazide HMBA(5 (a- e))  was synthesized from the reaction of compound (4) with hydrazine hydrate in presence of alcohol .All these synthesized compounds were characterized on the basis of their 1H-NMR ,IR, The study is Showed biological activity for chemical compounds, at three concentration 100, 200, 300 ppm in toxic potato Dextrose Agar (PDA) medium method against phytopathogenic fungi three species  Fusariumgraminarium, Sclerotiniasclerotium and Rhizoctoniasolani, its isolation on nutritious PDA medium from root plants wheat ,eggplant and cotton continually, diameter measure of fungi growth colony result showed all compound growth inhibition barring MMBA compound non effective inhibition its, appear MBO moral  superiority after bring HMBA2 both induce inhibition amount 49.69 and 34.22% continually. Compound concentration its  average effect result reveal third significant superior on first and second concentration, interference effect concentration and species chemical compound notice higher inhibition amount 100%with third concentration MBO compound all test its fungi .

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How to Cite
Salih Mohammed Ismail, Ihmood Kh. Jebur, & Fadhal D. Khalid. (2023). Synthesis of some new 2-mercaptobenzoxazol and study their biological activity against some plant pathogenic fungi. Tikrit Journal of Pure Science, 21(3), 67–75. https://doi.org/10.25130/tjps.v21i3.998
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References

1- L W. Maw L.L. Biling, j. chin .Inst. chem. Eng., 2007, 38 (2) ,p161.

2- L. W. Maw, L. L. Biing, J. Chin. Inst. Chem. Eng., 2007, 38(2), 161.

3- D-Lendnicar and L.A Mitcher, “th Organic Chemistry Of Drug synthesis”, Awilly Intersciene Publication ,john wiley and sons New York ,2,253, (1977).

4- G.Joshi,HareshB,OzaandHansa.H.Parekh.synthesisandantitubercularactivityof 2- aryl -3- (5-nitro Benzoxazole -2- yl-o -benzimido) -5- H -4-thiazolidinones and 2-aryl-3-(5-nitrobenzoxazole-2-yl-O-benzimido)-5-methyl-4 thiazolidinones ,Indian J. Het. Chem., VolII, 2001, pp145-148.

5- E.I. AFaf ,H. Masry ,H .H .Fahmy and S.H. Ali, synthesisand antibacterial activity of 3-(2- methyl Benzoxazole-1-yl)–N-(2-aryl-4–oxo-[1,3] thiazolidin-3-yl] propionamide, Abdel Wahed, molecules, 2000, pp1429-1438.

6- P. Sharma, Anupam Mandloi and Shreeya Pritmani. “Synthesis of new 2- (substituted benzothiazolyl carbamoyl) Benzoxazole as potential CNS depressants”. Indian Journal of Chemistry, Vol. 38B, November1999, pp289-1294.

7- M.I. Husain, and G.C. Srivastava. Synthesisof new N1- (2- benzimidazolylalkyl) -N3-arylthioureas and their corresponding 2- arylimino-3-(2-benzimidazolyl alkyl) thiazolidinones J. Indian .Che. Soc, 1983,pp665-667.

8- D.B. Sanja. A.M. Sanghani, V.R. Rajaniand D.R. Godhani, synthesis of 4-Oxothiazolidinederivativesaspotential antimicrobial

and antifungal agents. Indian J. Che. Scin, 2007, pp867-873.

9- M. Kidwai, N. Negi and P. Misra, microwave assisted synthesis of 2,3-disubstituted -4-thiazolidinones, Indian. Chem. Soe,Vol77,2000,pp 46-47.

10- P. Shivayogi. Hiremath, Ashok Ullag addi and Muralidhar G. Purohit. synthesis of 3-(substituted indole-2-carboxamido) – 2 – phenyl – 4 - oxo-3-thiazolidinones, Indian J. Che.Vol77,1988,pp102-105.

11- V. Ashwin. Dobaria, Jiten R. Patel. Jayesh V. and H.H. Parekh, thiazolidinones bearing chloro quin olonenucleusas potential antibacterial agents, Indian J. Het. Che.Vol11,2001,pp115-118.

12- S.K. Srivastava... S.H. Srivastava and S.D. Srivastava, synthesis of 5-arylidene -2-aryl-3(2- chloro pheno thiazino acetamidyl )-1,3-thiazolidin-4-ones as anticonvulsant agents. J. Indian. Che. Soc. Vol77, 2000,pp104-105.

13- N. Srivastava and V.S Misra, Indian J. Che. Vol27B (1988) pp 298-300.

14- R.A. Turner,. Screening methods in pharmacology, Academic Press; New York (1965) pp72-79.

15- G.N. Agrios, 2005).Plant Pathology 5th ed. Elsever Academic pres. New York, USA. p.922

16- T. Watanabe,. (2002). Pictorial Atlas of Soil and Seed Fungi and Key to Species. Sec. ed., p 486.

17- N Robert .Mark T. ,and Alan S. (2006). Plant pathology concepts and laboratory exercise. CRC press, New york. p 633.