Rapid and efficient synthesis of sulfonamides from sulfonic acid and amines using cyanuric chloride-DMF adduct

被引：12

作者：

Pandit, Shivaji S. ^{[1
]}

Pandit, Vishal U. ^{[2
]}

Bandgar, Babasaheb P. ^{[3
]}

机构：

[1] Padmashri Vikhe Patil Coll, Dept Chem, PG & Res Ctr, Ahmednagar, Maharashtra, India

[2] RBNB Coll, Dept Chem, PG & Res Ctr, Ahmednagar, Maharashtra, India

[3] Swami Ramanand Teerth Marathwada Univ, Sch Chem Sci, Organ Chem Res Lab, Nanded, Maharashtra, India

来源：

JOURNAL OF SULFUR CHEMISTRY | 2008年 / 29卷 / 06期

关键词：

sulfonamides; sulfonic acids; amines; cyanuric chloride;

D O I：

10.1080/17415990701870599

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A one-pot procedure that has been developed for the rapid and efficient synthesis of sulfonamides from sulfonic acids and amines using cyanuric chloride (2,4,6-trichloro-1,3,5-triazine, TCT, CyCl) and N, N-dimethyl formamide at room temperature has been described.

引用

页码：619 / 622

页数：4

共 22 条

[1] Nonpeptide glycoprotein IIb/IIIa inhibitors .13. Design and synthesis of an orally active pyrazolopiperazinone nonpeptide fibrinogen receptor antagonist. [J].

Askew, BC ;

McIntyre, CJ ;

Hunt, CA ;

Claremon, DA ;

Baldwin, JJ ;

Anderson, PS ;

Gould, RJ ;

Lynch, RJ ;

Chang, CCT ;

Cook, JJ ;

Lynch, JJ ;

Holahan, MA ;

Sitko, GR ;

Stranieri, MT .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1997, 7 (12) :1531-1536

[2] A new synthetic route to aryl hydroxysulfonamides via a novel Fries-type rearrangement of aryl N,N-dialkylsulfamates [J].

Benson, GA ;

Maughan, PJ ;

Shelly, DP ;

Spillane, WJ .

TETRAHEDRON LETTERS, 2001, 42 (49) :8729-8731

[3]

BOVMA JB, 1976, J ORG CHEM, V41, P143

[4] Nonpeptide glycoprotein IIB/IIIA inhibitors .18. Indole alpha-sulfonamide acids are potent inhibitors of platelet aggregation [J].

Brashear, KM ;

Cook, JJ ;

Bednar, B ;

Bednar, RA ;

Gould, RJ ;

Halczenko, W ;

Holahan, MA ;

Lynch, RJ ;

Hartman, GD ;

Hutchinson, JH .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1997, 7 (21) :2793-2798

[5] A mild, efficient method for the synthesis of aromatic and aliphatic sulfonamides [J].

Chan, WY ;

Berthelette, C .

TETRAHEDRON LETTERS, 2002, 43 (25) :4537-4540

[6] Sulfonamide derivatives of benzylamine block cholesterol biosynthesis in HepG2 cells:: A new type of potent squalene epoxidase inhibitors [J].

Gotteland, JP ;

Loubat, C ;

Planty, B ;

Junquéro, D ;

Delhon, A ;

Halazy, S .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1998, 8 (11) :1337-1342

[7]

GRAHM SL, 1986, SYNTHESIS-STUTTGART, V10, P852

[8]

HANSH C, 1990, COMPR MED CHEM, V2

[9] Cyclic sulfonamides via the ring-closing metathesis reaction [J].

Hanson, PR ;

Probst, DA ;

Robinson, RE ;

Yau, M .

TETRAHEDRON LETTERS, 1999, 40 (26) :4761-4764

[10] NEW GABRIEL SYNTHESES OF AMINES [J].

HENDRICKSON, JB ;

BERGERON, R ;

STERNBACH, DD .

TETRAHEDRON, 1975, 31 (20) :2517-2521

← 1 2 3 →