Reactions of Amide Homologs. I. Reaction between Azomethines and Amides.

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概要

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• 1) By the reaction between N-benzylidenemethylamine and formamide, a compound of new benzylidenediamine type, namely N-benzylidene-α-formamidobenzylamine, was obtained as the main product. Hydrolysis, catalytic reduction under a high pressure, and selective catalytic reduction of this product were examined and its ultraviolet spectrum was shown, by which its structure was confirmed. 2) N-Arylmethylene-alkylamines such as N-benzylideneethylamine, N-(p-chlorobenzylidene) methylamine, and N-anisylidenemethylamine reacted in the same way with formamide to afford N-arylmethylene-1-formamido-1-arylmethylamines as in the reaction between N-benzylidenemethylamine and formamide. Moreover, N-benzylidenemethylamine and acetamide reacted similarly, affording N-benzylidene-α-acetamidobenzylamine.

• 公益社団法人日本薬学会の論文
• 1959-06-10

著者

• 関屋 実

  Shizuoka College of Pharmacy

• 大石 俊夫

  Shizuoka College Of Pharmacy

関連論文

• Cyclization of α- and β-Alkylthio-Substituted Amines Possessing Positively Charged Carbon at the Nitrogen. A New Synthetic Method for Thiazolidines, Thiomorpholines and Dihydro-1,4-benzothiazines
• Thermal Rearrangements of Allyl 2,2-Dichloro-, 1,2-Dichloro- and 1,2,2-Trichloro-substituted Vinyl Sulfides
• Novel Rearrangements of α-N-Alkylamido-substituted Sulfides and Sulfones
• Syntheses and Reactions of Phenylthio-and Propylthioacetylenic Compounds
• Enantioface-Differentiating Epoxidation of Alkylidenemalononitriles with Molecular Oxygen, catalyzed by Chiral Tertiary Amines
• Formic Acid Reduction. XXVIII. Kinetic Studies on the Formic Acid Reduction of 1,1'-Benzylidenedipiperidine
• A New Insertion Reaction of Diazoalkanes with Dialkylaminomethyl Esters of Dialkyldithiocarbamic Acid and of Ethylxanthic Acid
• Chlorinolyses of Alkyl (or Aryl) Phthalimidomethyl Sulfoxides with Sulfuryl Chloride, Chlorine and Thionyl Chloride
• Nucleophilic Substitution of Alkyl (or Aryl) Imidomethyl Sulfones. A New Convenient Synthesis of Alkane (or Arene) sulfinates
• Decarboxylation Reaction. VIII. Reaction of Electron-deficient Carbon-Carbon Double Bonds with Trichloroacetic Acid. A Unique 1,1-Dichlorocyclopropane Formation through β-Trichloromethylation
• Formic Acid Reduction. XXVI. α, β-Reduction of Conjugated Nitriles with Formic Acid
• Decarboxylation Reactions. V. Reaction of N-Benzylideneanilines with Propiolic Acid
• Formic Acid Reduction. XXIV. Path of the Reductive Fission of the Centered β-Carbon Bond of Alkylidenebisketones
• Formic Acid Reduction. XXIII. Kinetic Studies on the Formic Acid Reduction of Carbon-Carbon Double Bond Adjacent to Carbonyl
• Formic Acid Reduction. XXII. Reaction of α, N-Diphenylnitrone with Formic Acid
• Formic Acid Reduction. XXI. Reductive Cleavage Reaction of p-Dimethylamino-substituted Triphenylmethanes induced by Formate
• Formic Acid Reduction. XX. Reduction of 2-Benzylidene-1,3-indandiones
• Formic Acid Reduction. XIX. Formic Acid Reduction of 4-Dialkylaminosubstituted Nitro-, Nitroso-, Azoxy-and Azobenzenes
• Formic Acid Reduction. XXVIII. Kinetic Studies on the Formic Acid Reduction of 1,1'-Benzylidenedipiperidine
• Preparation of N-Alkylthiomethyl Derivatives of Hydroxylamines
• N-[(N-Nitrosoalkylamino) methyl] carbamates as New and Convenient Diazoalkane-generating Agents
• Thermal and Photochemical Behaviors of N-[(N-Nitrosobenzylamino)-methyl] benzamide in Acidic Media
• Preparations of N-Alkylthiomethyl and N-Amidomethyl Derivatives of Amino Acids
• Chemical Behaviors of 1,1'-Diacetyl-1,1', 4,4'-tetrahydro-4,4'-bipyridine toward Organic Hydrogen Acceptors
• A New Convenient Synthesis of Diazoalkanes from N-[(N-Nitrosoalkylamino) methyl] benzamides
• Decarboxylation Reactions. III. Reaction of N, N'- and N, O-Linked Methylene Compounds with Carboxylic Acids
• Reaction of N-(Alkoxymethyl) dialkylamines and N, N'-Methylene-bisdialkylamines with Isocyanides
• Reductive Cleavage Reaction of N, N'-, N, O- and N, S-Linked Alkylidene Compounds by Sodium Borohydride
• On Behaviors of N-(Dialkylaminomethyl) imides and-amides toward Nucleophiles
• Reaction of N-(Dialkylaminomethyl) amides and N-(α-Dialkylaminobenzyl) amides with Sulfides and Cyanide
• Formic Acid Reduction. XV. Reaction of N-Methyl and N-Formyl Derivatives of p-Phenylenediamine with Formates. N-Methylation of Formanilides
• Formic Acid Reduction. XIII. Formate Reaction of the Compounds possessing the Carbon Bound to Both Oxygen and Nitrogen
• Catalytic Hydrogenation of Tetrahydro-4H-1,3-oxazin-4-ones and 4-Oxazolidinones
• Catalytic Hydrogenolyses of Benzylidene Compounds Bound to Two Oxygens, Two Nitrogens and Both Oxygen and Nitrogen
• Catalytic Hydrogenation of Hydroamide in the Presence of Ammonia and of Butylamine
• Formic Acid Reduction. XXVIII. Kinetic Studies on the Formic Acid Reduction of 1,1'-Benzylidenedipiperidine
• Formic Acid Reduction. XXVIII. Kinetic Studies on the Formic Acid Reduction of 1,1'-Benzylidenedipiperidine
• Formic Acid Reduction. XXVIII. Kinetic Studies on the Formic Acid Reduction of 1,1'-Benzylidenedipiperidine
• Formic Acid Reduction. XXVIII. Kinetic Studies on the Formic Acid Reduction of 1,1'-Benzylidenedipiperidine
• Formic Acid Reduction. XXVIII. Kinetic Studies on the Formic Acid Reduction of 1,1'-Benzylidenedipiperidine
• Formic Acid Reduction. XXVIII. Kinetic Studies on the Formic Acid Reduction of 1,1'-Benzylidenedipiperidine
• Trifluoromethanesulfonic Acid-Promoted Reaction of Hexahydro-1,3,5-triazines.Introduction of a Secondary Aminomethyl Grouping into Carboxylates at the α-Position through Ketene Silyl Acetals
• Pyrrolidine-Forming 1,3-Dipolar Cycloaddition of N-(Phenylthiomethyl)-α-amino Acid Esters
• A New Method for the Introduction of Arylthio Groups at the α-Position of Alicyclic Amines
• Primary Aminomethylation at the α-Position of Carboxylic Acids and Esters. Trimethylsilyl Triflate-Catalyzed Reaction of Ketene Silyl Acetals with N, N-Bis (trimethylsilyl) methoxymethylamine
• 1,3-DIPOLAR CYCLOADDITION LEADING TO N-ALKYLPYRROLIDINES
• 1,3-Dipolar Cycloaddition Leading to N-Acylated Pyrrolidines and 2,5-Dihydropyrroles
• Decarboxylation Reaction. X. Introduction of a Carbon Unit at the α-Position of Amines by Reaction of Hexahydro-1,3,5-triazines with Carboxylic Acids
• Synthesis of Deoxyobtusilactone A
• Reactions of 2,2,2-Trichloroethylamines with Grignard Reagents and Alkyllithiums
• A New Route to 4-Unsubstituted β-Lactams through Ureidomethylation of Ketene Silyl Acetals
• New Syntheses of α-N-Alkylacetamidomethylated Carbonyl Compounds
• N-Alkylamidomethylation at Electron-rich Carbons in the 1,3,5-Trialkylhexahydro-1,3,5-triazine-Acetyl Chloride System
• One Step Syntheses of Adenine, Xanthine and Guanine from Phenylazomalonic Acid Derivatives
• One Step Syntheses of Hypoxanthines from 2-Cyano-2-phenylazoacetamides
• Facile Syntheses of Xanthines from Uric Acids
• Monobromination of Cyanoacetamides and Amidinoacetamide with Molecular Bromine
• Formic Acid Reduction. XVIII. Formic Acid Reaction of p-(Dialkylamino) azobenzenes
• Formic Acid Reduction. XVL. Mechanism of the N-Methylation of p-Phenylenediamine Derivatives with Formates
• Reaction of Amide Homologs. XXVI. On the Products obtained from the Reaction of N-Alkylphenylacetamides with Phosphoryl Chloride
• Facile Syntheses of Hypoxanthine and Adenine
• Azole Series. III. Reactions of 2-Acylamino-2-cyanoacetamides leading to 5-Aminooxazole-4-carboxamides and to Oxazolo [5,4-d] pyrimidines
• Azole Series. II. Reactions of 2-Acylamino-2-cyanoacetamides leading to 5-Acylaminooxazole-4-carboxamides and to Oxazolo [5,4-d] pyrimidines
• Formic Acid Reduction. V. Barbituric Acid Derivatives. Reaction of 5-(3-Indolylmethylene) barbituric Acid with the Formate
• Formic Acid Reduction. IV. Barbituric Acid Derivatives. Reduction of 5-Arylmethylenebarbituric Acids and Some Analogous Barbituric Acid Derivatives
• Reaction of Amide Homologs. XIX. Thermal Reactions of Azomethines with Formates and Formamide
• Reaction of Amide Homologs. XVIII. Catalytic Hydrogenation of N-Arylmethylene-1-acylamino-1-arylmethylamines and Hydroamides in the Presence of Formamide and Related Studies
• Reaction of N-(Butoxymethyl) dialkylamines and N, N'-Methylenebis-(dialkylamine)s with N-(1-Cyclohexen-1-yl) dialkylamines
• Reaction of Amide Homologs. VI. Aminomethylation of Salicylic Acid with N, N'-Methylenebisacetamide.
• Catalytic Hydrogenation of Azomethines in the Presence of Ammonia or Amines.
• Reaction of Amide Homologs. V. Acetamidomethylation of Phenol and Anisole with N, N'-Methylenediacetamide.
• A Novel 2,3-Pyrrolidinedione Ring Closure of 1,1,1,5,5,5-Hexachloro-4-dimethylamino-3,3-dimethyl-2-pentanone
• Reaction of N, N-Dialkylaminomethyl Arenesulfonates with Diazoalkanes
• Decarboxylation Reactions. IX. Reaction of Enamines with Trichloroacetic Anhydride
• Decarboxylation Reactions. VI. Reaction of α-Arylmethyleneamino-substituted Derivatives of Pyridine, Quinoline, and Isoquinoline with Trichloroacetic Anhydride
• Reactions of α-Alkyl- and α-Aryl-substituted N-Benzylideneamines with Trihaloacetylating Agents
• Reaction of Schiff Bases with Trichloroacetyl Chloride in the Presence of Triphenylphosphine
• Decarboxylation Reactions. IV. Reaction of Schiff Bases with Trichloroacetic Anhydride
• Reaction of 1-Pyrrolidino-1-cyclohexene with Imidoyl Chlorides and a Route to Producing Phenanthridines
• Intramolecular Aldol Condensations of the Reaction Products formed from 2,4-Pentanedione and Aldehydes
• Vapor-Liquid Equilibrium for Formic Acid-Triethylamine System Examined by the Use of a Modified Still. Formic Acid-Trialkylamine Azeotropes
• Reduction of β-Chlorovinylaldehydes with Zinc Powder
• C-Alkylation of α-Amidoketones
• Reaction of Amide Homologs. X. Mechanism of the Formation of N-Arylmethylene-1-acylamino-1-arylmethylamine.
• Reaction of Amide Homologs. IX. Catalytic Hydrogenation of Azomethines in the Presence of Amide and its Mechanism.
• Syntheses of Bradykinin Analogs Containing Sarcosine Residues and Their Biological Activities
• Reaction of Amide Homologs. XVI. α-Acetamidoalkylation of β-Naphthol and 2,6-Xylenol
• Synthesis of 1-Glutamic Acid Kallidin
• Reaction of Amide Homologs. XI. Benzamidomethylation of Aromatic Compounds.
• Reaction of Amide Homologs. III. α-Acylamidoalkylation of 2,4-Xylenol with Bisamides.
• A New α-Acylaminoalkylation of Aromatic Compounds
• N-[(N-Nitrosoarylamino) methyl] succinimide as a New Agent Generating Aromatic Diazotate
• Reaction of Amide Homologs. XII. Reaction of N-Arylmethylene-1-acylamino-1-arylmethylamine with Active Methylene Compound.
• Reaction of Amide Homologs. XXI. N-Monomethylation of Aromatic Primary Amines. A Method through the Formation of N-Succinimidomethyl Compound.
• Reaction of Amide Homologs. XIV. N-Monomethylation of Aromatic Primary Amines
• Reaction of Amide Homologs. XIII. Catalytic Hydrogenolysis of N-Acylaminomethyl and N-Arylsulfonamidomethyl Compounds
• Reduction with Formic Acid. I. Reduction of N-Acylaminomethyl and N-Sulfonamidomethyl Compound.
• Reaction of Amide Homologs. VIII. Catalytic Hydrogenolysis of O- or N-Acylaminomethyl and N-α-Acylaminobenzyl Compounds.
• Reaction of Amide Homologs. VII. Formation of N- (α-Dialkylaminobenzyl) acetamides from N-Benzylidene-α-acetamidobenzylamine.
• Decarboxylation Reactions. I. Reaction of Enamines with Carboxylic Acids

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