Chloro acetic acid/esters

The 2-chloro-l,2-difluorovinyl ether of furfuryl alcohol also rearranges at — 35l C despite loss of aromaticity. Methanolysis then affords ester 12, which requires heating to 90 C for rearoma-tization. The 2-chloro-l,2-difluorovinyl ether of benzyl alcohol is sufficiently stable to be isolated but rearranges at room temperature methanolysis affords chlorofluoro(2-tolyl)acetic acid ester 13. Apparently, a 1,3-benzyl shift is not favored in this case, as opposed to other fluorine-containing vinyl benzyl ether systems discussed in Section 5.1.3. 

C5H9CIO 2 chloro-acetic acid propyl ester 5396-24-7... 

C6H11CIO2 chloro-acetic acid butyl ester 590-02-3... 

Amino-2-arylazo-2-butenoic acids (289) have been prepared by two pathways from acetoacetic esters. The reaction of these compounds with bligomeric a-mercapto-aldehydes leads to substituted thiazoleacetic esters (290), which appear to be useful intermediates for the synthesis of penicillin analogues. Most syntheses of 2,4-dioxa-l,3-thiazolidines (292), which show an interesting spectrum of biological activity, involve oxidation of thiol precursors. A new method uses readily available dihydropyrimidine thiones in reaction with chloro-acetic acid. The reaction does not proceed if R = H in (291). 

C4H6BrC102 bromo-chloro-acetic acid ethyl ester 22524-32-9... 

C4H6C1F02 1661 C4H6C1F02 1662 C4H6C1F30 chloro-acetic acid 2-fluoro-ethyl ester chloro-fluoro-acetic acid ethyl ester 2-chloro-l-ethoxy-l,l 2-trifluoro-ethane 589-84-4 401-56-9 310-71-4... 

C4H6CI2O2 chloro-acetic acid 2-chloro-ethyl ester 3848-12-2... 

C5H7CIO2 chloro-acetic acid allyl ester 2916-14-5... 

C5H9CIO2 chloro-acetic acid isopropyl ester 105-48-6... 

C5H9CIO3 chloro-acetic acid 2-methoxy-ethyl ester 13361-36-9 ... 

C6H10CI2O2 chloro-acetic acid 4-chloro-butyl ester 925-80-4... 

C8H15CIO2 chloro-acetic acid hexyl ester 5927-57-1... 

C9H9CIO2 chloro-acetic acid benzyl ester 140-18-1... 

C6H11C102 chloro-acetic acid sec-butyl ester 17696-64-9... 

C6H11C102 chloro-acetic acid isobutyl ester 13361-35-8... 

C6 HI 1 Cl 02 chloro-acetic acid tert-butyl ester 107-59-5... 

C7H13C102 chloro-acetic acid isopentyl ester 5326-92-1... 

C7H13C102 chloro-acetic acid neopentyl ester 126176-76-9... 

Acetic acid, (4-chloro-2-oxobenzothiazolin-3-yl)- — see Benazolin Acetic acid, cyano-methyl ester... 

Z) -4-CHL0R0-4-HEXENYL TRIFLUOROACETATE [Acetic acid, trifluoro-, (Z)-4-chloro-4-hexenyl ester]... 

S-Chloro-a-methyl-l, 3,4-tetrahydrocarbazole-2-acetic acid ethyl ester... 

A stirred mixture of 11 g of 6-chloro-a-methylcarbazole-2-acetic acid ethyl ester, 100 ml ethanol and 100 ml of 3N sodium hydroxide was heated (N2 atmosphere). After 2 hours at reflux, the reaction mixture was concentrated to dryness under reduced pressure. Water (300 ml) and ice (200 g) were added to the residue and concentrated hydrochloric acid was added until the mixture was strongly acid. The acidic mixture was extracted with ether (3 X 200 ml). The ether extracts were combined, washed by extraction with water (3 x 100 ml) and dried over anhydrous magnesium sulfate. Following filtration of the desiccant and evaporation of the solvent, a yield of 9.8 g (98.2%) was obtained. Crystallization from CHCI3 yielded 6.2 g (62.0%) of 6-chloro-0 -methylcarbazole-2-acetic acid, MP 197°-198°C. A second crop of 1.6g,MP 195°-199°C was obtained from the mother liquors. 

B) Preparation of 7-Chloro-3-Methoxycarbony/-5-Phenyl-2-0xo-2,3-Dihydro-iH-Benzo [fl-1,4-Diazepine (4347 CB) A solution of 9.2 g (0.04 mol) of compound 4356 CB in 20 ml of methanol is added dropwise, in the course of one hour and 30 minutes, to a boiling solution of 9.2 g (0.05 mol) of the hydrochloride of methyl aminomalonate in 30 ml of methanol. When this is completed, heating under reflux is continued for 30 minutes and the product then concentrated to dryness under reduced pressure. The residue is taken up in water and ether, the ethereal layer separated, the product washed with water and dried over sodium sulfate. The solvent is evaporated under reduced pressure. The residue, which consists of the methyl ester, could not be obtained in the crystalline state. It is dissolved in 25 ml of acetic acid, heated under reflux for 15 minutes, the product evaporated to dryness and the residual oil taken up in ether. A colorless solid separates which... 

A solution of 3.1 g of (2-benzoyl-4-chlorophenyl-carbamoylmethyl)carbamic acid benzyl ester in 30 cc of 20% hydrobromic acid in glacial acetic acid was stirred for 45 minutes at room temperature. On addition of 175 cc of anhydrous ether, a gummy solid precipitated. After several minutes the ether solution was decanted. The resultant 5-chloro-2-gly-cylaminobenzophenone was not isolated, but about 155 cc of ether was added to the residue and after chilling in an ice bath, 10% sodium hydroxide was added until the mixture was alkaline. The ether layer was then separated, washed twice with water and dried over sodium sulfate. After filtration, the ether solution was concentrated to dryness in vacuo. The residue was crystallized from benzene to yield 7-chloro-5-phenyl-3H-1,4-benzodiazepin-2(1 H)-one. 

Acetic acid, butyryl-, ethyl ester [Hexanoic acid, 3-oxo-, ethyl ester] 55, 73, 75 Acetic acid, chloro-, tert-butyl ester [Acetic acid, chloro- 1,1-dimethylethyl ester], 55,94... 

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