All Photos(1)
Linear Formula:
C6H5NHCH=NC6H5
CAS Number:
Molecular Weight:
196.25
Beilstein:
511953
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
mp
136-139 °C (lit.)
storage temp.
2-8°C
SMILES string
N(\C=N\c1ccccc1)c2ccccc2
InChI
1S/C13H12N2/c1-3-7-12(8-4-1)14-11-15-13-9-5-2-6-10-13/h1-11H,(H,14,15)
InChI key
ZQUVDXMUKIVNOW-UHFFFAOYSA-N
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General description
N,N′-Diphenylformamidine is an N,N-disubstituted formamide and it forms adducts with phosgeneand oxalyl chloride.
Application
N,N′-Diphenylformamidine was used in the microwave-assisted synthesis of 5-aminopyrazol-4-yl ketones. It was also used in the preparation of monomethine dyes containing imide functional groups.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Chemistry of the adducts of N,N'-diphenylformamidine with oxalyl chloride and phosgene.
Barsa EA and Richter R.
The Journal of Organic Chemistry, 51(23), 4483-4485 (1986)
Frank Würthner et al.
The Journal of organic chemistry, 68(23), 8943-8949 (2003-11-08)
The condensation of the CH acidic heterocycles 4-alkyl-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile (5a and b) and barbituric acid (15) with electron-rich thiophene aldehydes and benzaldehyde derivatives affords the respective monomethine dyes 10-13 and 17-19. The formylation of 5a,b and 15 with N,N'-diphenylformamidine or dibutylformamide
Mark C Bagley et al.
Bioorganic & medicinal chemistry letters, 18(13), 3745-3748 (2008-06-10)
5-Aminopyrazol-4-yl ketones are prepared rapidly and efficiently using microwave dielectric heating from beta-ketonitriles by treatment with N,N'-diphenylformamidine followed by heterocyclocondensation by irradiation with a hydrazine. The inhibitory activity of RO3201195 prepared by this methodology was confirmed in hTERT-immortalized HCA2 and
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