摘要:
The title compound (C25H20FN5OS) has been synthesized and its crystal structure was determined by X-ray analysis. The crystal belongs to the orthorhombic system, space group Pbca with a = 10.327(4), b = 20.307(7), c = 21.234(9)(A), α = 90, β = 90, γ = 90°, V = 4453(3) (A)3, Z = 8, Dc = 1.365 g/cm3, Mr = 457.52, μ = 0.182 mm-1, F(000) = 1904, the final R = 0.0600 and wR = 0.0932 for 3911obsered reflections with I≥2σ(I). In the title compound, the S(1), C(1), C(2), C(3), C(4), C(5), N(1), N(2), N(3), N(4), O(1) and N(5) atoms form a mean planeⅠroughly within the average deviation of 0.0207 (A). The dihedral angles between planesⅠandⅡ(C(19)-C(20)- C(21)-C(22)-C(23)-C(24)),Ⅲ(C(6)-C(7)-C(8)-C(9)-C(10)-C(11)) and Ⅳ(C(12)-C(13)-C(14)- C(15)-C(16)-C(17)-C(18)-F(1)) are 21.40, 84.00 and 75.88o, respectively.
摘要:
2-Alkyllhio-3-plietiylamino-5-aryltmethylene-4H-imidazol-4-ones 5 were synthesized by S-alkylation of 3-phenylamino-2-thioxo-4-imidazolidinones 4, which were obtained via cyclization of isothiocyanates 2 with phenylhydrazine in presence of solid potassium carbonate. Compound 5 exhibited fungicidal activity.
期刊:
JOURNAL OF ORGANIC CHEMISTRY,2004年69(24):8366-8371 ISSN:0022-3263
通讯作者:
Ding, MW
作者机构:
[Zhao, JF; Xu, SZ; Ding, MW] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.
通讯机构:
[Ding, MW] C;Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.
摘要:
The bis(carbodiimides) 4, obtained from bis-aza-Wittig reactions of bis(iminophosphorane) 3 with 2 equiv of aromatic isocyanates, were reacted with secondary amine to give symmetrically substituted 2,7-diaminothieno[2,3-d:5,4-d']dipyrimidine-4,5(3H,6H)-dione 6 in the presence of a catalytic amount of EtO(-)Na(+). Reactions of 4 with phenols or ROH in the presence of a catalytic amount of potassium carbonate or RO(-)Na(+) gave symmetrically substituted 2,7-diaryl(alkyl)oxythieno[2,3-d:5,4-d']dipyrimidine-4,5(3H,6H)-diones 6 in satisfactory yields. However, iminophosphoranes 9 were obtained via reaction of bis(iminophosphorane) 3 with 1 equiv of aromatic isocyanate and subsequent reaction with an amine in the presence of a catalytic amount of EtO(-)Na(+). Further reaction of iminophosphoranes 9 with aromatic isocyanates and various nucleophile generated unsymmetrically substituted thieno[2,3-d:5,4-d']dipyrimidine-4,5(3H,6H)-diones 12 in good yields.
期刊:
Journal of Heterocyclic Chemistry,2004年41(1):77-83 ISSN:0022-152X
通讯作者:
Liu, ZJ
作者机构:
[Yang, FL; Huang, XB; Liu, ZJ; Ding, MW] Cent China Normal Univ, Inst Organ Synth, Wuhan 430079, Peoples R China.
通讯机构:
[Liu, ZJ] C;Cent China Normal Univ, Inst Organ Synth, Wuhan 430079, Peoples R China.
摘要:
Novel 2-alkylthio-5-furylmethylidene-4H-imidazolin-4-ones 4 have been synthesized via tandem aza-Wittig reaction. The structures were determined by ir, nmr, mass spectroscopy, and elemental analysis. They were screened for fungicidal activities against Fusarium oxysporium, Botryosphaeria berengeriana and Rhizoctonia solani, and growth inhibition of Barnyard grass and Cole root and stalk. A few of them possess significant biological activities.
作者机构:
College of Chemistry &Chemical Engineer, NanHua University, Hengyang,421001, China;Institute of Organic Synthesis, Central China Normal University, Wuhan, 430079, China
通讯机构:
Institute of Organic Synthesis, Central China Normal University, China
摘要:
2-Dialkylamino-4(3H)-quinazolinones 4 were rapidly synthesized by a solution-phase parallel synthetic method, which includes aza-Wittig reaction of iminophosphorane 1 with aromatic isocynate to give carbodiimide 2 and subsequent reaction of 2 with various aliphatic secondary amine in a parallel fashion.
摘要:
4H-Imidazol-4-ones 4 or 4(3H)-quinazolinones 8 were synthesized by base catalytic reactions of 2-mercaptobenzothiazole with carbodiimides 2 or 6, respectively, which were obtained via aza-Wittig reaction of iminophosphorane 1 or 5 with aromatic isocyanates. 4 and 8 exhibited fungicidal activity.
摘要:
The carbodiimides 4, obtained from aza-Wittig reactions of iminophosphorane 3 with aromatic isocyanates, reacted with secondary amines to give 2-dialkylamino-5,6,7,8-tetrahydro-benzothieno[2,3-d]pyrimidin-4(3H)-ones 6 in presence of catalytic EtO<sup>-</sup>Na<sup>+</sup>. Reactions of 4 with phenols or ROH in presence of catalytic K<inf>2</inf>CO<inf>3</inf> or RO <sup>-</sup>Na<sup>+</sup> gave 2-aryl(alkyl)oxy-5,6,7,8-tetrahydro- benzothieno[2,3-d]pyrimidin-4(3H)-ones 6 in satisfactory yields. The effects of the nucleophiles on cyclization have been investigated.
摘要:
The isothiocyanates 2, obtained from aza-Wittig reactions of vinyliminophosphoranes 1 with CS<inf>2</inf>, reacted with hydrazine to give 3-amino-2-thioxo-4-imidazolidinones 4. Reactions of 4 with triphenyphosphine, hexachloroethane and Et<inf>3</inf>N produced iminophosphoranes 5. A tandem aza-Wittig reaction of iminophosphoranes 5 with isocyanates generated imidazo[2,1-b]-1,3,4-thiadiazol-5(6H)-ones 7 in moderate yield.