A Study of the Kolbe-Schmitt Reaction. Ii. The Carbonation of Phenols

Baine, Ogden; ADAMSON, G. F.; Barton, John M.; Fitch, JC; Swayampati, Dhairyasheel R.; Jeskey, Harold

doi:10.1021/jo01369a006

Cited by 55 publications

(23 citation statements)

References 3 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…(3) (14C-Carboxy-) 3-methyl salicylic acid was prepared by an adaptation of the publishers procedures [19]: dose = 86 /_,Ci in 100 mg/kg. The purity of the product was checked by TLC as described above.…”

Section: Radloaetlve Drugsmentioning

confidence: 99%

Bio-distribution in rats of some salicylates with low gastric ulcerogenicity

et al. 1980

View full text Add to dashboard Cite

The distribution of three radioactively labelled salicylate derivatives with low ulcerogenic activity was compared with that of acetylsalicylic acid (ASA) and salicylic acid using whole body autoradiography and liquid scintillation counting techniques in rats. The methyl ester of ASA (AME) was distributed in vivo very similarly to that observed with ASA and salicylic acid. AME is rapidly demethylated following absorption from the stomach and is subsequently converted to ASA and salicylate. Salicylate is the main metabolite produced from both AME and ASA, which specifically accumulates in inflamed tissues. The 3-methyl- and 6-methyl-substituted salicylic acids are not as rapidly absorbed as either ASA or salicylic acid and do not pass readily into the brain or bone marrow. These results show that the methyl (ester) group of AME (which adequately protects the gastric mucosa from damage caused by ASA itself) does not impair the quantity of pharmacologically active form of drug (salicylate and ASA) generated in vivo. However, insertion of the methyl group at the 3- and 6-position of salicylic acid markedly affects both absorption, distribution and pharmaco-activity of these acids.

show abstract

Section: Radloaetlve Drugsmentioning

confidence: 99%

Bio-distribution in rats of some salicylates with low gastric ulcerogenicity

et al. 1980

View full text Add to dashboard Cite

show abstract

“…2,s-Dihydroxyterphthalic Acid.-This was prepared using the Kolbe-Schmidt synthesis on the dipotassiurn salt of gentisic acid (2,3). The reaction was run for 6 hours at 160" and 1500 p.s.i.…”

Section: 6-dihydroxyisophthalicmentioning

confidence: 99%

“…Acid.-This was prepared from the potassium salt of 2.7-naphthalenediol using the Kolbe-Schmidt synthesis (2,3). The reaction was run for 4 hours a t 130' under COz pressure of 1100 p.s.i.…”

Section: 6-dihydroxy-2-naphthoicmentioning

confidence: 99%

Complexation of Organic Substances in Aqueous Solution by Hydroxyaromatic Acids and Their Salts II.

Higuchi

Pisano

1964

Journal of Pharmaceutical Sciences

View full text Add to dashboard Cite

“…The synthetic pathway for the compounds under consideration is illustrated in Scheme 1. STB as the starting reagent was obtained from 2,4-dihydroxJan-Feb 2006 55 Scheme 1 ybenzenecarbodithioic acid, which was prepared from resorcinol and CS 2 according to the modified Kolbe-Schmidt reaction [24]. The process of 2,4-dihydroxybenzenecarbodithioic acid with SOCl 2 in diethyl ether gives STB [19].…”

mentioning

confidence: 99%