Lot numbers can be found on the outside label of a product:
N'-((Dimethylamino)methylene)-N,N-dimethylformohydrazonamide
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CAS No. 16114-05-9
- Cat. No. CS-0020070
- Purity≥98%
- MDL No.MFCD00957712
*For research and further manufacturing use only, not for direct human use.
Structure of 16114-05-9
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General Information
- CAS No. 16114-05-9
- Cat. No. CS-0020070
- Purity ≥98%
- MDL No. MFCD00957712
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₁₄N₄
- Molecular Weight 142.20
- Synonym(s) 1,2-Bis[(dimethylamino)methylene]hydrazine; Dimethylformamide azine; N,N-Dimethylformamide azine; N,N'-Bis(dimethylaminomethylene)hydrazine dihydrochloride
- SMILES CN(C)/C=N/N=C/N(C)C
Description
N'-((Dimethylamino)methylene)-N,N-dimethylformohydrazonamide is a bench-stable, moisture-tolerant hydrazonamide derivative featuring a dimethylamino-substituted imine linkage. This structure enables efficient coupling in synthetic transformations, particularly in the construction of heterocyclic scaffolds under mild conditions. The electron-rich dimethylamino group enhances nucleophilicity at the hydrazonamide nitrogen, facilitating rapid reaction kinetics.
Application
N'-((Dimethylamino)methylene)-N,N-dimethylformohydrazonamide serves as a versatile building block in heterocyclic synthesis, enabling efficient access to triazoles and other nitrogen-rich scaffolds through cyclization reactions. Its formylhydrazonamide functionality exhibits robust stability under standard bench conditions and tolerates a range of functional groups, facilitating straightforward purification and integration into multistep synthetic sequences.
Synthesis
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Route1
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628-36-4 -
68-12-2
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In-stock
16114-05-9
References
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JANSSEN RandD IRELAND; GUILLEMONT, Jerôme, Emile, Georges; LANÇOIS, David, Francis, Alain; MOTTE, Magali, Madeleine, Simone; KOUL, Anil; BALEMANS, Wendy, Mia, Albert Patent: WO2013/21052 A1, 2013 ; Location in patent: Page/Page column 27 ; WO 2013/021052 A1
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Route2
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68-12-2
- ~%
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In-stock
16114-05-9
References
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Hardcastle, Ian R.; Liu, Junfeng; Valeur, Eric; Watson, Anna; Ahmed, Shafiq U.; Blackburn, Timothy J.; Bennaceur, Karim; Clegg, William; Drummond, Catherine; Endicott, Jane A.; Golding, Bernard T.; Griffin, Roger J.; Gruber, Jan; Haggerty, Karen; Harrington, Ross W.; Hutton, Claire; Kemp, Stuart; Lu, Xiaohong; McDonnell, James M.; Newell, David R.; Noble, Martin E. M.; Payne, Sara L.; Revill, Charlotte H.; Riedinger, Christiane; Xu, Qing; Lunec, John Journal of Medicinal Chemistry, 2011 , vol. 54, # 5 p. 1233 - 1243
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Route3
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628-36-4
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5815-08-7
- ~91%
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In-stock
16114-05-9
References
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Kantlehner, Willi; Mezger, Jochen; Stoyanov, Edmont V.; Leonhardt, Sylvia Synthesis, 2008 , # 21 art. no. T07908SS, p. 3380 - 3382
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319
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Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364
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Quality Control
Computational Chemistry Data
- TPSA 31.2
- LogP 0.0812
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 3
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