NEW MATERIAL:Formate of formamidine shown by the formula.USE: Useful as a raw material for producing drugs especially an ulcer remedy cimetidine {N-cyano-N'-methyl-N"-[ 2-[ ( 5-methyl-1H-imidazol-4-yl )methylthio] ethyl]guanidine} and analog compounds thereof. inexpensively obtainable in high yield.PREPARATION: Ammonium formate is reacted with an orthoformic ester such as methyl orthoformate ethyl orthoformate or ammonia is reacted with the orthoformic ester by the use of formic acid as a solven...

NEW MATERIAL:The compound of formula I (R(sup 1) is lower aliphatic acyl; R(sup 2) is lower alkyl).EXAMPLE: N-{2-(2-formyloxy-3-oxobutylthio)ethyl}-N'-cyano-N"-methylguanidine.USE: A production intermediate for cimetidine or cimetidine-relating compounds useful as a remedy for gastric ulcer.PREPARATION: The compound of formula I can be produced by reacting an .alpha.-haloketone derivative of formula II (X is Cl or Br) with an anhydrous lower fatty acid salt (e.g. sodium formate sodium acetate et...

NEW MATERIAL:The compound of formula I (R is H 1-4C lower alkyl or aryl).EXAMPLE: 8-Amino-3-chloro-N-formyl-5-thiaheptan-2-one.USE: A synthetic intermediate for cimetidine useful as a remedy for gastric ulcer.PREPARATION: The objective compound of formula I can be produced by reacting a disulfide derivative of formula II with sulfuryl chloride in a solvent such as DMF at -60-+50 deg.C and reacting the reaction product with methyl vinyl ketone at -60-+50 deg.C. The amounts of sulfuryl chloride an...

NEW MATERIAL:The compound of formula I (X is H Cl or Br; R is lower alkyl).EXAMPLE: N-cyano-N'-methyl-N"-[2-(2-chloro-3-oxobutylthio)ethyl]guanidine.USE: A synthetic intermediate for cimetidine which is a remedy for gastric ulcer exhibiting gastric acid secretion suppressing action caused by histamine H(sub 2)- receptor antagonistic action.PREPARATION: The compound of formula I can be produced by reacting the methyl vinyl ketone derivative of formula II with the mercaptoguanidine derivative of f...

NEW MATERIAL:A compound shown by formula I (X and Y are Cl or Br; R is lower alkyl).EXAMPLE: N-[2-(2-Bromo-2-chloro-3-oxobutylthio)] ethyl-N'-cyano-N"-methylgua nidine.USE: A synthetic intermediate for cimetidine a remedy for gastric ulcer showing inhibitory action on secretion of acid in the stomach based on histamine H(sub 2)- acceptor antagonism.PREPARATION: A cyanoguanidine derivative shown by formula II is reacted with a halogenating agent (e.g. bromine or sodium hypochlorite) to give a com...

NEW MATERIAL:A compound shown by formula I (R is lower alkyl; R' is H or lower alkyl).EXAMPLE: N-Cyano-N'-[2-(3-formamino-2-oxobutylthio)ethyl]-N"-methylguanidine.USE: A synthetic intermediate for cimetidine a remedy for gastric ulcer showing inhibitory action on secretion of acid in the stomach based on histamine H(sub 2)- acceptor antagonism. Cimetidine is obtained in a readily treatable way at a few reaction stages in high yield.PREPARATION: A haloketone derivative shown by formula II (X is C...

PURPOSE: To obtained the high-purity titled compound (cimetidine) useful as a medicine especially ulcer remedy and existing in various crystal forms by bringing crude product of the titled compound into contact with an active carbon in the presence of an organic acid in water.CONSTITUTION: The crude product of cimetidine expressed by the formula produced by various kind of methods is brought into contact with an active carbon of 0.01-100pts.wt. especially 0.1-10pts.wt. based on 1pt.wt. of the ab...

NOVEL .alpha.-CHLOROKETONE DERIVATIVE AND PROCESS FOR PREPARATION THEREOF Disclosed is a novel .alpha.-chloroketone derivative as a synthesis intermediate of N-cyano-N'-methyl-N"-(2-((5-methyl-1H-imidazol-4-yl)methylthio)ethyl)guanidine (general name: Cimetidine) which shows all action of controlling the secretion of gastric acid and is valluable as a medicine for remedy of a gastric ulcer. This .alpha.-chloroketone derivative is prepared by reacting d disulfide derivative with sulfuryl chloride...

A novel cyanoguanidine derivative represented by the following general formula (I): (I) (wherein X stands for a hydrogen atom, a chlorine atom or a bromine atom, and R stands for a lower alkyl group), is an effective precursor for the synthesis of N-cyano-N'-methyl- N"-(2-(5-methyl-4-imidazolylmethylthio)ethyl)guanidine (Cimetidine) which has an action of controlling secretion of gastric acid and is valuable as an agent for the remedy of a gastric ulcer. This cyanoguanidine derivative is p...