444901-21-7

Upstream product

• 541-41-3 chloroformic acid ethyl ester 
• 4152-90-3 m-chlorobenzylamine 
• 263746-53-8 O-ethyl-S-(4-bromophenyl)thiocarbonate 
• 78725-88-9 O-ethyl S-(4-methylphenyl) thiocarbonate 
• 107701-35-9 O-ethyl S-(4-chlorophenyl) thiocarbonate 
• 78725-90-3 S-phenyl-O-ethyl thiolcarbonate 
• 22719-89-7 ethyl m-nitrophenyl carbonate 
• 22719-86-4 1-(4-ethoxycarbonyloxy-phenyl)-ethanone 
• 6132-45-2 ethyl 4-nitrophenyl carbonate 

Downstream Products

• 444901-22-8 ethyl 3-chlorobenzyl[2,4-dinitro-6-(trifluoromethyl)phenyl]carbamate 

Relevant academic research and scientific papers

BENZIMIDAZOLIDINONE DERIVATIVES

The present invention can provide novel compounds useful as orally administrable growth hormone releaser, more specifically a benzimidazolidinone derivative of formula (1) or a pharmaceutically acceptable salt thereof:(1) wherein R1 is optional

Kinetics and mechanism of the aminolysis of O-ethyl S-aryl thiocarbonates in acetonitrile

The Kinetics and mechanism of the reactions of O-ethyl S-(Z)aryl thiocarbonates with (X)benzylamines in acetonitrile at 45.0 °C are studied. Relatively small values of βx (βnuc) = 0.6 to approximately 0.8 and βz (βlg) = -0.5 to approximately -0.7 together with a negative cross-interaction constant ρxz (= -0.47) and failure of the reactivity-selectivity principle (RSP) are interpreted to indicate a concerted mechanism. The normal kinetic isotope effects (kH/kD = 1.3 to approximately 1.8) involving deuterated benzylamine nucleophiles suggest a hydrogen-bonded, four-center-type transition state.

Kinetics and mechanism of the aminolysis of ethyl aryl carbonates in acetonitrile

The aminolysis reactions of ethyl aryl carbonates with benzylamines in acetonitrile at 25.0°C are investigated. The base-catalyzed path, k2, disappears when strong nucleophiles (X = p-CH3O and p-CH3) react with a substrate activated by a strong nucleofuge (Z = p-NO2). The large magnitude of ρ(x) (-1.7 to -2.5), ρ(z) (3.4 to 4.3), and ρ(xz) (1.4) values, and relatively large k(H)/k(D) (1.6 to 1.8) found for the uncatalyzed path (k1) can be accounted for in terms of a stepwise mechanism with rate-limiting expulsion of the phenoxide leaving group. The catalyzed process (k2) is characterized by the much smaller magnitude of ρ(x) (-1.0 to -1.7), ρ(z) (0.4 to 0.7), and ρ(xz) (0.2), the larger k(H)/k(D) (2.1 to 2.5) values, and the lower ΔH(+) values (1.8-1.9 kcal mol-1) than those of the uncatalyzed process (k1) with large negative ΔS(+) values (-65 to -67 cal K-1 mol- 1). These results are consistent with four- and six-centered transition states for the two processes, k1 and k2, respectively.