The reaction of 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithia diphosphetane-2,4-disulfide (LR) with coumarin oxime and hydrazone derivatives.: Synthesis of benzopyrano (3,2-d)Δ5-2,1,3-oxaza- and 1,2,3-diazaphospholines

被引：11

作者：

Ghattas, ABAG ^{[1
]}

Abd Allah, OA ^{[1
]}

Moustafa, HM ^{[1
]}

机构：

[1] Fac Sci, Dept Chem, Sohag, Egypt

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2000年 / 157卷

关键词：

2; 4-Bis(4-methoxyphenyl)-1; 3; 4-dithiadiphosphetane-2; 4-disulfide (LR) coumarin oxime; coumarin hydrazone; biological properties;

D O I：

10.1080/10426500008040508

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

2,4-Bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide (Lawesson's reagent, LR, 1) reacted with coumarin oxime (2) and its 6-methyl derivative (3) to give compounds 6 and 7, respectively. Oxidation of 6 and 7 with KMnO4 afforded the corresponding oxo-derivatives, 8 and 9. Benzopyrano(3,2-d)-Delta(5)- 1,2,3-diazaphospholine-3-sulfide derivatives (14 and 15) were obtained through the reaction of LR with coumarin hydrazones (10 and 11), respectively. Mannich reaction using morpholine and/or benzylamine on compounds 14 and 15 afforded the Mannich bases 16-19. Alkylation of 14 and 15 with ethyl iodide produced compounds 20 and 21.

引用

页码：1 / 10

页数：10

共 23 条

[1] ABDALLA OAA, 1995, THESIS S VALLEY U SO
[2] STUDIES ON AMINO-ACIDS AND PEPTIDES .4. 1,2,4-TRIAZINES FROM THIOACYLATED AMINO-ACID ESTERS
ANDERSEN, TP
GHATTAS, ABAG
LAWESSON, SO
[J]. TETRAHEDRON, 1983, 39 (20) : 3419 - 3427
[3] CONVENIENT SYNTHESIS OF 5-AZACOUMARINS
BILLERET, D
BLONDEAU, D
SLIWA, H
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1993, 30 (03) : 671 - 674
[4] ELECTRON-IMPACT STUDIES .124. NEGATIVE-ION MASS-SPECTRA OF ORGANIC FUNCTIONAL-GROUPS - THIOACETANILIDES
CLAUSEN, K
PEDERSEN, BS
SCHEIBYE, S
LAWESSON, SO
BOWIE, JH
[J]. ORGANIC MASS SPECTROMETRY, 1979, 14 (02): : 101 - 103
[5] The residual affinity of the coumarins and thiocoumarins as shown by their additive compounds
Clayton, A
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1908, 93 : 524 - 531
[6] The thio-analogues of coumarin and its derivatives
Clayton, A
Godden, W
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1912, 101 : 210 - 216
[7] Synthesis of some new biologically-active coumarin derivatives
El-Sayed, AM
Ghattas, ABAG
El-Wassimy, MT
Allah, OAA
[J]. FARMACO, 1999, 54 (1-2): : 56 - 63
[8] ELBARBARY AA, 1981, TETRAHEDRON, V37, P2647, DOI 10.1016/S0040-4020(01)98970-7
[9] STUDIES ON ORGANO-PHOSPHORUS COMPOUNDS .36. SIMPLE NEW ROUTES TO PHOSPHORINS FROM 2-HYDROXYBENZOIC, 2-MERCAPTOBENZOIC AND 2-AMINOBENZOIC ACIDS AND THEIR DERIVATIVES
ELBARBARY, AA
LAWESSON, SO
[J]. TETRAHEDRON, 1981, 37 (15) : 2641 - 2646
[10] GHATTAS ABA, 1982, SULFUR LETT, V1, P69

← 1 2 3 →