4-HYDRAZINOBENZOICACIDMETHYLESTERHYDROCHLORIDE

Hydrogen chloride 4M in Dioxan (100 mL, 399.60 mmol) was added to 4-Hydrazinobenzoic acid (15.2 g, 99.90 mmol) in MeOH (200 mL) . The resulting suspension was stirred at 90 °C for 5 hours. After cooling to 20Take methyl 4-mercaptobenzoate hydrochloride (405 mg, 2 mmol) And 4-chlorobutyraldehyde dimethylacetal (367 mg, 2.4 mmol) was dissolved in 18 mL of a mixed solvent of ethanol and water (V/V, 5/1). After about 18 hours of reaction, the solution turned reddish brown and steamed under reduced pressure. Remove the solvent. After evaporation to dryness, it was dissolved with methanol (25 mL) and stirred with heating. When the temperature was 80 ° C, SOCl 2 was added dropwise, and then heated at 80 ° C for 1-2 hours. Evaporation and purification by column chromatography to give 6-methoxycarbonyltryptamine (205 mg, yield: 47percent)General procedure: A substituted phenyl hydrazine. HCl (4.61 mmol) was added to the mixture of cyclohexanone (4.61 mmol) and acetic acid (15 ml) portion wise for 30 min. The mixture was then refluxed for 8 h and progress of reaction was monitored by thin layer chromatography. The reaction mixture was cooled and poured into crushed ice. The solid product was separated, filtered, dried and recrystallized from the methanol solvent.

Molecular Weight:202.64
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:202.0509053
Monoisotopic Mass:202.0509053
Topological Polar Surface Area:64.4
Heavy Atom Count:13
Complexity:153
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes