Imines/Amidines

Imines and their derivatives (e.g., Schiff bases) are recognized as key intermediates for the synthesis of nitrogen heterocycles, especially biologically active nitrogen heterocycles such as those involved in alkaloid synthesis. Imines have combined reactivity modes as both electrophiles and nucleophiles and participate in reactions analogous to those of aldehydes and ketones. Imines can undergo hydrolysis to their corresponding amines and carbonyl compounds.

Amidines, the dinitrogen analogs of carboxylic acids and esters, display basicity, biological activity, and are used as intermediates in the synthesis of some metallocyclic and heterocyclic complexes. They combine the properties of an azomethine-like C-N double bond with an amide-like C-N single bond having some partial double bond character. Amidines as strong Lewis bases react with boron trihalides to form amidine-mixed boron trihalide adducts.

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47690 Formamidine acetate salt purum, ≥98.0% (NT) CH4N2 · C2H4O2
F15803 Formamidine acetate salt 99% CH4N2 · C2H4O2
268607 Formamidine hydrochloride 97% CH4N2 · HCl
140198 Formamidoxime 99% CH4N2O
CDS003733 Trifluoroacetamidine AldrichCPR C2H3F3N2
CDS009402 2-fluoro-N-hydroxy-acetamidine AldrichCPR C2H5FN2O
591475 Chloroacetamidine hydrochloride 97% C2H6Cl2N2
159158 Acetamidine hydrochloride 95% C2H6N2 · HCl
CDS004506 N-hydroxyacetamide AldrichCPR C2H6N2O
17259 2-Aminoacetamidine dihydrobromide ≥80.0% (CE) C2H7N3 · 2HBr
CDS002917 Pentafluoropropylamidine AldrichCPR C3H3F5N2
162876 Dichloromethylene-dimethyliminium chloride technical grade C3H6Cl3N
411531 (Bromomethylene)dimethyliminium bromide 95% C3H7Br2N
176516 Malonamamidine hydrochloride 98% C3H7N3O · HCl
483893 N,N-Dimethylmethyleneiminium chloride technical grade, 90% C3H8ClN
214914 N,N-Dimethylmethyleneiminium iodide 98% C3H8IN
CBR01339 Propanimidamide hydrochloride AldrichCPR C3H9ClN2
CDS003615 propionamidine hydrochloride AldrichCPR C3H9ClN2
735647 Cyclopropaneamidine hydrochloride 97% C4H8N2 · HCl
CDS008078 2-Hydroxy-2-methyl-propionamidine hydrochloride AldrichCPR C4H11ClN2O
391875 (Dimethylaminomethylene)dimethylammonium chloride 97% C5H13ClN2
CDS017158 pyrrolo[1,2-f][1,2,4]triazin-4-amine AldrichCPR C6H6N4
289078 Gold’s Reagent 95% C6H16ClN3
CDS001405 2,4-Dichlorobenzamidoxime AldrichCPR C7H6Cl2N2O
CDS005160 3,5-difluoro-benzamidine hydrochloride AldrichCPR C7H7ClF2N2
CDS004478 2-chloro-N-hydroxy-benzamidine AldrichCPR C7H7ClN2O
CDS008541 2,6-Dichloro-benzamidine hydrochloride AldrichCPR C7H7Cl3N2
CDS009401 2-fluoro-4,N-dihydroxy-benzamidine AldrichCPR C7H7FN2O2
139327 3-Nitrobenzamidine hydrochloride 95% C7H7N3O2 · HCl
CDS004472 4-fluoro-benzamidine hydrochloride AldrichCPR C7H8ClFN2
CDS005174 3-chlor-benzamidine hydrochloride AldrichCPR C7H8Cl2N2
12072 Benzamidine C7H8N2
CDS001188 Benzamidoxime AldrichCPR C7H8N2O
857734 3-Aminobenzamidine dihydrochloride 96% C7H9N3 · 2HCl
857661 4-Aminobenzamidine dihydrochloride 98% C7H9N3 · 2HCl
299065 N′-tert-Butyl-N,N-dimethylformamidine 97% C7H16N2
A7300 N-Acetylbenzoquinoneimine C8H7NO2
CDS015344 2-(2,4-dichloro-phenyl)-N-hydroxy-acetamidine AldrichCPR C8H8Cl2N2O
CDS003574 4-carboxybenzamidine hydrochloride AldrichCPR C8H9ClN2O2
B24154 N-Benzylidenemethylamine 97% C8H9N
CDS015050 3-fluoro-4-methylbenzamidine hydrochloride AldrichCPR C8H10ClFN2
733571 3-Methoxybenzamidoxime 97% C8H10N2O2
CDS001308 2-(Phenylsulfinyl)acetamidoxime AldrichCPR C8H10N2O2S
CDS008540 2-methyl-benzamidine hydrochloride AldrichCPR C8H11ClN2
CDS004524 4-methylbenzamidine hydrochloride AldrichCPR C8H11ClN2
CDS006449 4-anisamidine hydrochloride AldrichCPR C8H11ClN2O
CDS000528 N-Hydroxyoctanamide AldrichCPR C8H17NO2
CDS016420 2-([imino(phenyl)methyl]amino)acetic acid AldrichCPR C9H10N2O2
711810 N-Benzylideneethylamine ≥97% C9H11N
420182 N,N′-(2,5-Dimethyl-2,5-cyclohexadiene-1,4-diylidene)biscyanamide 98% C10H8N4
CDS005710 5-(3-Hydroxyanilino)-6-methyl-1,2,4-triazin-3(2H)-one AldrichCPR C10H10N4O2
704644 N-(Trimethylsilyl)-4-chlorobenzaldimine 95% C10H14ClNSi
CDS017986 2-propylbenzamidine, hydrochloride AldrichCPR C10H15ClN2
699322 N-Trimethylsilylbenzaldimine 95% C10H15NSi
CDS011883 4-amino-N′-hydroxy-1-methyl-2-oxo-1-azaspiro[4.4]non-3-ene-3-carboximidamide AldrichCPR C10H16N4O2
469637 N-Benzylidene-tert-butylamine 98% C11H15N
CDS002865 Adamantane-1-carboxamidine hydrochloride AldrichCPR C11H19ClN2
119814 Sodium 2,6-dichloroindophenolate hydrate ACS reagent C12H6Cl2NNaO2 · xH2O
CDS016609 4-amino-2-methyl-10h-thieno(2,3-b)(1,5)-benzodiazepine AldrichCPR C12H11N3S
CDS017493 (3-allyl-2-imino-2,3-dihydro-benzoimidazol-1-yl)-acetic acid AldrichCPR C12H13N3O2
713376 tert-Butyl (phenylmethylene)carbamate ≥98.0% C12H15NO2
645117 N-(2-Chlorobenzylidene)-4-fluoroaniline 97% C13H9ClFN
645133 N-(4-Fluorobenzylidene)-4-fluoroaniline 97% C13H9F2N
689971 N-Phenylbenzimidoyl chloride 95% C13H10ClN
565504 Salicylideneaniline 97% C13H11NO
159646 N,N′-Diphenylformamidine 98% C13H12N2
CDS018745 N-(3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)glycine AldrichCPR C13H16N2O2
726222 tert-Butyl N-[(2-methylphenyl)methylene]carbamate 97% C13H17NO2
725951 N-Boc-4-methoxybenzylideneamine 97% C13H17NO3
CDS005222 (3-Carbamimidoyl-benzyl)-carbamic acid tert-butyl ester AldrichCPR C13H19N3O2
CDS005290 (4-Carbamimidoyl-benzyl)-carbamic acid tert-butyl ester AldrichCPR C13H19N3O2
730386 N-(4-Bromobenzylidene)-p-toluenesulfonamide 97% C14H12BrNO2S
645893 N-(2-Chlorobenzylidene)-4-methoxyaniline 97% C14H12ClNO
712418 N-(4-Chlorobenzylidene)-4-methylbenzenesulfonamide 97% C14H12ClNO2S
648981 4-Methoxy-N-(4-fluorobenzylidene)aniline 97% C14H12FNO
645109 N-(4-Methoxybenzylidene)-4-fluoroaniline 97% C14H12FNO
690686 N-Benzylidene-p-toluidine ≥96.0% C14H13N
690570 Phenyl-(1-phenylethylidene)amine ≥98.0% C14H13N
563005 α-(4-Tolylimino)-p-cresol 96% C14H13NO
680362 N-(4-Methoxybenzylidene)aniline 97% C14H13NO
711802 (E)-N-Benzylidene-4-methylbenzensulfonamide 99% C14H13NO2S
730394 N-Benzylidene-p-toluenesulfonamide 97% C14H13NO2S
CDS004126 N-(3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)alanine AldrichCPR C14H18N2O2
637599 N-(3,4-Methylenedioxybenzylidene)benzylamine C15H13NO2
649007 3,4-Dimethyl-N-(4-fluorobenzylidene)aniline 97% C15H14FN
645826 N-(4-Methoxybenzylidene)-4-methoxyaniline 97% C15H15NO2
712426 N-(4-Methylbenzylidene)-4-methylbenzenesulfonamide 97% C15H15NO2S
712434 N-(4-Methoxybenzylidene)-4-methylbenzenesulfonamide 97% C15H15NO3S
648965 4-Acetyl-N-(4-methoxybenzylidene)aniline 97% C16H15NO2
236071 N,N′-Bis(salicylidene)ethylenediamine 98% C16H16N2O2
250929 N,N′-Bis(salicylidene)-1,3-propanediamine 99% C17H18N2O2
712868 N-Benzylidene-P,P-diphenylphosphinic amide ≥97.0% C19H16NOP
649015 N,N′-Terephthalylidene-bis(4-fluoroaniline) 97% C20H14F2N2
78166 N-(4-Phenylbenzylidene)benzylamine ≥98.0% (GC) C20H17N
644552 N-Benzylidene-N-(diphenylmethyl)amine 95% C20H17N
649023 N,N′-Terephthalylidene-bis(4-methoxyaniline) 97% C22H20N2O2
CDS014765 (S)-(+)-2-methylbutyl p-[(p-methoxybenzylidene)amino]cinnamate AldrichCPR C22H25NO3
690619 2,6-Bis[1-(2-methylphenylimino)ethyl]pyridine 97% C23H23N3
690503 2,3-Bis(2,6-diisopropylphenylimino)butane 98% C28H40N2
CDS000290 Riboflavine tetrabutyrate AldrichCPR C33H44N4O10
CDS000595 Alizarin green AldrichCPR C37H34ClN2NaO6S2
779040 (S,S)-N,N′-Bis[2-(diphenylphosphino)benzylidene]cyclohexane-1,2-diamine ≥95% (H-NMR) C44H40N2P2