An unusual substitution reaction of an aromatic sulfonic group based on 3-carbonyl-4-phenolsulfonic acid

被引：0

作者：

Wang, Yun-Ming ^{[1
]}

Tang, Bing-Tao ^{[1
]}

Ma, Wei ^{[1
]}

Zhang, Shu-Fen ^{[1
]}

Zhao, De-Feng ^{[1
,2
]}

机构：

[1] Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116024, Peoples R China

[2] Jihua Grp Co Ltd, Dalian 116024, Peoples R China

来源：

CHINESE CHEMICAL LETTERS | 2013年 / 24卷 / 07期

关键词：

Aromatic sulfonic groups; Substitution reaction; Diazo-coupling; Diazonium salt; MEMBRANE FUEL-CELLS; DESULFONATION;

D O I：

10.1016/j.cclet.2013.04.016

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An unusual substitution reaction of an aromatic sulfonic group based on 3-carbonyl-4-phenolsulfonic acid was discovered in a diazo-coupling process. The reaction occurred under mild reaction conditions (pH 8.0-9.0, 0-5 degrees C, solvent: water) within a short reaction time (1 h). A plausible substitution reaction mechanism by phenol-ketone resonance was proposed. (C) 2013 Bing-Tao Tang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

引用

页码：613 / 616

页数：4

共 50 条

[1] An unusual substitution reaction of an aromatic sulfonic group based on 3-carbonyl-4-phenolsulfonic acid
Yun-Ming Wang
Bing-Tao Tang
Wei Ma
Shu-Fen Zhang
De-Feng Zhao
ChineseChemicalLetters, 2013, 24 (07) : 613 - 616
[2] Unusual "substitution" of carbonyl functional group by cyano group in position 3 of coumarin system
Nemeryuk, MP
Dimitrova, VD
Sedov, AL
Traven, VF
KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1997, (10): : 1417 - 1418
[3] ORIENTATION IN SUBSTITUTION IN AROMATIC NUCLEUS .13. ORIENTATION OF SULFONIC ACID GROUP IN SULFONATION OF PHENOL
KARAVAEV, BI
SPRYSKOV, AA
JOURNAL OF GENERAL CHEMISTRY USSR, 1963, 33 (06): : 1840 - &
[4] FURAZAN OXIDES .3. AN UNUSUAL TYPE OF AROMATIC SUBSTITUTION REACTION
MALLORY, FB
VARIMBI, SP
JOURNAL OF ORGANIC CHEMISTRY, 1963, 28 (06): : 1656 - &
[5] EFFECT OF THE ARYLSULFONAMIDE GROUP ON SUBSTITUTION IN AROMATIC NUCLEUS .1. AMINOMETHYLATION OF SULFONIC-ACID ARYLAMINES
DUBINA, VL
ZAKATOV, VV
STAKHOVSKAYA, VO
ZHURNAL ORGANICHESKOI KHIMII, 1986, 22 (03): : 601 - 604
[6] PHOTOINDUCED SUBSTITUTION .4. REACTION OF AROMATIC NITRO COMPOUNDS WITH HYDROCHLORIC ACID
LETSINGE.RL
WUBBELS, GG
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (21) : 5041 - &
[7] ALKALI FUSION REACTION OF AROMATIC SULFONIC ACID .3. KINETIC STUDIES OF ALKALI FUSION REACTION OF UNSUBSTITUTED AND SUBSTITUTED BENZENESULFONATES
NARA, K
MANABE, O
KOG KAGAKU ZASSHI, 1971, 74 (09): : 1866 - &
[8] Spectrophotometric Quantification of Atomoxetine Hydrochloride Based on Nucleophilic Substitution Reaction with 1,2-Naphthoquinone-4-Sulfonic Acid Sodium Salt (NQS)
Naraparaju, Swathi
Yamjala, Padmavathi
Chaganti, Soujanya
Anumolu, Durga Panikumar
TURKISH JOURNAL OF PHARMACEUTICAL SCIENCES, 2023, 20 (06) : 405 - 411
[9] Surprising effect of leaving group on the nucleophilic aromatic substitution reaction catalyzed by 4-chlorobenzoyl-CoA dehalogenase
Crooks, G.P.
Copley, S.D.
Journal of the American Chemical Society, 1993, 115 (14): : 6422 - 6423
[10] UNUSUAL RING TRANSFORMATIONS - REACTIONS OF 4-CHROMONE-3-SULFONIC ACID PHENYL ESTER WITH ENAMINOCARBOXYLIC ACID-ESTERS
LOWE, W
JESKE, P
KRADEPOHL, A
ARCHIV DER PHARMAZIE, 1988, 321 (09) : 589 - 589

← 1 2 3 4 5 →