Mercaptoacetic acid methyl ester

Mercaptoacetic acid 2-ethylhexyl ester. See 2-Ethylhexyl thioglycolate Mercaptoacetic acid methyl ester. See Methyl thioglycolate... 

CAS 2365-48-2 EINECS/ELINCS 219-121-7 Synonyms Acetic acid, mercapto-, methyl ester Mercaptoacetic acid methyl ester Methylmercaptoacetate Methyl-2-mercaptoacetate Thioglycolic acid, methyl ester... 

Alternate Names methyl 2-mercaptoacetate, thioglycolic acid methyl ester, mercaptoacetic acid methyl ester, MTG. 

Two different routes to 5,7-dimethoxy-6,9-dimethyl-l,2-dihydro-3H-pyrrolo[l,2-a]indol-3-one (137) were developed by Vice and co-workers [48, 49]. The first route (Scheme 19) was based on addition of a methylthio group at C-3 of 5,7-dimethoxy-2,3,6-trimethylindole (134) using methylsulfenyl chloride [48]. Treatment of the product (135) with lithium diethylamide and methyl iodoacetate gave ester 136. Reduction with mercaptoacetic acid followed by base-catalyzed cyclization then gave 137. 

Strutural and electronic effects should play an important role in the electrocatalytic processes described above which appear to require the presence, in the thiol substrate molecule, of an activating -COOH (in cysteine) or of a derived ester group (in cysteine methyl ester[6]). In fact, not only the replacement of -SH at the cysteine molecule (e.g., by -OH or -SMe to form serine or methionine, respectively), but also the elimination of the -COOH group (to give 2-aminoethanethiol) results in complete loss of the electrocatalytic effect which, however, is maintained upon abstraction of the amino group (to form mercaptoacetic acid). Moreover, the replacement of the -COOH moiety in the mercaptoacetic acid formula, e.g,, by NH, CH, -CH SH or -OH (to give... 

Analogously, the addition of mercaptoacetic acid O-methyl ester to N-vinylpyrroles delivers p-adducts (53%-71% yields. Scheme 2.199, Table 2.19). The latter react with aqueous ammonia (45°C-50°C, 2 h) and hydrazine hydrate (80°C, 1.5 h) to give the corresponding amides and hydrazides [666]. 

SCHEME 2.199 Free-radical N-vinylpyrroles. addition of mercaptoacetic acid O-methyl ester (... 

Acetic acid, 2,2 -((dimethylstannylene)bis(thio))bis-, di-isooctyl ester Advastab TM 181 Advastab TM 181S Bis((((isooctyloxy)carbonyl)methyl)thio)dimethyltin Diiso-octyl ((dimethylstannylene)dithio)diacetate Diiso-octyl 2,2 -((dimethylstannylene)bis(thio))diacetate Di-methyltin bis(isooctyl mercaptoacetate) Dimethyltin-bis(isooctyl-thioglycolate) Dimethylfm S,S -bis isooctyl mercapto-acetate) ... 

Hydroxythiophenes from a-mercapto-carboxylic acid esters. 4-Methylpenta-2,3-dienenitrile added dropwise with stirring during 5 min. to a suspension of methyl sodium sulfidoacetate (prepared from mercaptoacetate and Na-ethoxide in abs. ethanol) in anhydrous ether, and stirred 1 hr. at room temp, after the mildly exothermic reaction has ceased -> 4-hydroxy-2-isopropylthiophene-3-carbonitrile. 

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