The effect of reaction temperature change on equilibrium 3400-55-3

Compounds in my other articles are similar to this one(2-Bromopriopionaldehydediethylacetal)Reference of 2-Bromopriopionaldehydediethylacetal, you can compare them to see their pros and cons in some ways,such as convenient, effective and so on.

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Pyrazine derivatives. I. 2-Hydroxy-3,6-dimethylpyrazine, published in 1947, which mentions a compound: 3400-55-3, Name is 2-Bromopriopionaldehydediethylacetal, Molecular C7H15BrO2, Reference of 2-Bromopriopionaldehydediethylacetal.

An examination of the methods for the synthesis of 2-hydroxypyrazines was undertaken with the object of synthesizing deoxyaspergillic acid (Part II). MeCH(NH2)CHO.HCl is a resinlike salt which could not be condensed with MeCHBrCOBr. MeCHBrCHO yields 63-4% MeCHBrCH(OEt)2 (I), b14 63-4°. I (70 g.) and 134 g. NH3 in 500 g. absolute EtOH, heated 7.5 h. at 125-30°, give 39% MeCH(NH2)CH(OEt)2 (II), b21 66°. II (7.45 g.) and 5.1 g. 4-methylmorpholine in 50 cc. CHCl3 at 0°, treated dropwise (30 min.) with 10.8 g. MeCHBrCOBr in 50 cc. CHCl3, with stirring for an addnl. hr. (during which the reaction mixture warmed to room temperature), give 11 g. α-(α-bromopropionylamino) propionaldehyde di-Et acetal, m. 56.5-7°; this could not be hydrolyzed to the aldehyde and could not be converted directly to 2-hydroxy-3,6-dimethylpyrazine (III). II (18 g.) in 10 cc. H2O, treated successively at 0° with 80 cc. concentrated HCl and 30 cc. EtSH, the mixture kept 24 h. at room temperature, poured into 200 cc. 40% NaOH and 500 g. ice, and the oil extracted with CHCl3, gives 73% α-aminopropionaldehyde di-Et mercaptal (IV), b3 105° (picrate, m. 153-4°). IV (19.5 g.), 15 g. butylpiperidine, and 50 cc. CHCl3 at 0°, treated dropwise with 25 g. MeCHBrCOBr in 50 cc. CHCl3, give 31 g. (crude) α-(α-bromopropionylamino) propionaldehyde di-Et mercaptal (V), m. 47-8°, slowly decompose on standing in air. V (3.14 g.) and 10 g. CdCO3 in 50 cc. EtOH and 10 cc. H2O, stirred 24 h. with 5.6 g. HgCl2 in 50 cc. EtOH, the filtrate saturated with NH3 at 0°, allowed to stand 48 h., the filtrate evaporated to dryness, and extracted with C6H6, give 250 mg. III, m. 210-11° (picrate, m. 181-5°). 2-Amino-3,6-dimethylpyrazine (20% yield) with NaNO2 in N HCl gives 60% III. 2-Aminopyrazine yields 30% 2-hydroxypyrazine, m. 187-8° [the brilliant yellow color observed by Weijland, et al. (C.A. 39, 3001.2) must be due to an impurity].

Compounds in my other articles are similar to this one(2-Bromopriopionaldehydediethylacetal)Reference of 2-Bromopriopionaldehydediethylacetal, you can compare them to see their pros and cons in some ways,such as convenient, effective and so on.

Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics