Thomas C Sedergran

7169952, Jan 30, 2007

Jun 1, 2001

10/296727

Leland A. Smeltz - Langhorne PA, US
Thomas C. Sedergran - Englishtown NJ, US
Harold C. Jarrow - Kendall Park NJ, US

FMC Corporation - Philadelphia PA

C07C 303/36
C07C 303/38

564 84, 564 85, 564 86, 564 87, 564 88, 564 89, 564 90, 564 91, 564 92, 564 93, 564 94, 564 95, 564 96, 564 97, 564 98, 564 99

A process for the preparation of a sulfonamide of formula (II), comprising reacting at elevated temperature an aniline of formula (I), with a sulfonating agent A of the formula R—SO-Z in the presence of a catalytic amount of either: (i) an amide B-1, other than N,N-dimethylformamide, or (ii) a high boiling tertiary amine B-2. Also provided in accordance with the present invention are processes for preparing sulfonamides of formula (II) by reacting an aniline of formula (I) with sulfanating agent A of the formula R—SO-Z in the presence of N,N-dimethylformamide, at a temperature in the range of about 120 C. to about 160 C. for about three to about seven hours. X, Y, Z, R and Rare defined herein.

46753982, Jun 23, 1987

Aug 16, 1985

6/766224

Thomas C. Sedergran - Plainsboro NJ
Carl F. Anderson - Milltown NJ

E. R. Squibb & Sons, Inc. - Princeton NJ

C07D41712
C07D41714

540355

The presence of a copper salt during the oximation of a. beta. -lactam containing compound having glyoxylamino substituents of the formula ##STR1## by reaction with an aminooxy compound having the formula H. sub. 2 N--O--R. sub. a, or a salt or ester thereof, results in a product wherein the ratio of syn isomer to anti isomer is increased.

50083996, Apr 16, 1991

Jan 19, 1990

7/467451

Thomas C. Sedergran - Plainsboro NJ

E. R. Squibb & Sons, Inc. - Princeton NJ

C07B 5300
C07F 9572
C07F 932

548413

An increase in the disastereoselectivity resulting from the reaction of a phosphinic acid ester of the formula ##STR1## with the halo ester of the formula ##STR2## is achieved by carrying out the reaction in the presence of 4-methylmorpholine, diazabicyclooctane, quinuclidine, 1-methylpyrolidine, or cinchonidine. After removal of the R. sub. 3 protecting group and fractional crystallization, the resulting desired diastereomeric pair can be resolved, and the desired isomer can be coupled to 4-substituted L-proline to give compounds possessing angiotensin converting enzyme inhibition activity. In particular, the process is useful in producing the antihypertensive agent fosinopril sodium in increased yields.

54630592, Oct 31, 1995

Oct 1, 1993

8/128436

Jollie D. Godfrey - Trenton NJ
Richard H. Mueller - Ringoes NJ
Thomas C. Sedergran - Englishtown NJ
Nachimuthu Soundararajan - Kendall Park NJ

E. R. Squibb & Sons, Inc. - Princeton NJ

C07F 906

546 21

A process for preparing compounds of the formula ##STR1## where a, b, c, R. sub. 1, R. sub. 2, and R. sub. 3 are as defined herein including the step of alkylating a phenol of formula ##STR2## with an acetylene of formula ##STR3## where X is chlorine; bromine; --OC(O)--R. sub. 5, where R. sub. 5 is alkyl, aryl or substituted aryl; or --OCO. sub. 2 R. sub. 6, where R. sub. 6 is alkyl or ##STR4## in the presence of a catalytic amount of a cuprous or cupric salt. The compounds of formula I are intermediates useful in the preparation of pyranyl cyanoguanidine derivatives.

55368336, Jul 16, 1996

May 26, 1995

8/452238

Jollie D. Godfrey - Trenton NJ
Richard H. Mueller - Ringoes NJ
Thomas C. Sedergran - Englishtown NJ
Nachimuthu Soundararajan - Kendall Park NJ

E. R. Squibb & Sons, Inc. - Princeton NJ

C07D27918
C07D31174

544 57

A process for preparing compounds of the formula ##STR1## where a, b, c, R. sub. 1, R. sub. 2, and R. sub. 3 are as defined herein including the step of alkylating a phenol of formula ##STR2## with an acetylene of formula ##STR3## where X is chlorine; bromine; --OC(O)--R. sub. 5, where R. sub. 5 is alkyl, aryl or substituted aryl; or --OCO. sub. 2 R. sub. 6, where R. sub. 6 is alkyl or ##STR4## in the presence of a catalytic amount of a cuprous or cupric salt. The compounds of formula I are intermediates useful in the preparation of pyranyl cyanoguanidine derivatives.