Di(1H-imidazol-1-yl)methanimine

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Di(1H-imidazol-1-yl)methanimine Basic information
Product Name:Di(1H-imidazol-1-yl)methanimine
Synonyms:C,C-di(imidazol-1-yl)methaneimine;1,1'-Carbonimidoylbis-1H-imidazole;Di(1-iMidazolyl)MethaniMine;1-(1H-imidazole-1-carboximidoyl)-1H-imidazole;di(imidazol-1-yl)methanimine;EOS-60817;1H-IMidazole, 1,1'-carboniMidoylbis-;C-(Di-iMidazol-1-yl)-MethyleneaMine
CAS:104619-51-4
MF:C7H7N5
MW:161.16
EINECS:1308068-626-2
Product Categories:
Mol File:104619-51-4.mol
Di(1H-imidazol-1-yl)methanimine Structure
Di(1H-imidazol-1-yl)methanimine Chemical Properties
Melting point 103-104℃
Boiling point 355℃
density 1.38
Fp 169℃
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
pka4.19±0.70(Predicted)
AppearanceWhite to off-white Solid
InChIInChI=1S/C7H7N5/c8-7(11-3-1-9-5-11)12-4-2-10-6-12/h1-6,8H
InChIKeyFKGQRXQOODICAT-UHFFFAOYSA-N
SMILESC(N1C=NC=C1)(N1C=NC=C1)=N
Safety Information
HS Code 2933299090
MSDS Information
Di(1H-imidazol-1-yl)methanimine Usage And Synthesis
Synthesis
Imidazole

288-32-4

Cyanogen bromide

506-68-3

DI(1H-IMIDAZOL-1-YL)METHANIMINE

104619-51-4

Cyanogen bromide (22.5 g, 212 mmol) was slowly added to a solution of 1H-imidazole (42 g, 617 mmol) in dichloromethane (1 L) and the reaction mixture was heated to reflux for 30 min. After completion of the reaction, it was cooled to room temperature and white solid was observed to precipitate. The solid was separated by filtration. The filtrate was concentrated under reduced pressure to about 100 mL and subsequently allowed to stand in a refrigerator for 3 days to promote crystallization. The precipitated solid was collected by filtration to give the final bis(1H-imidazol-1-yl)methanimine (8 g, 49.6 mmol, 8% yield).

References[1] Patent: US2012/149718, 2012, A1. Location in patent: Page/Page column 35
[2] Journal of Organic Chemistry, 2002, vol. 67, # 21, p. 7553 - 7556
[3] Journal of Heterocyclic Chemistry, 2003, vol. 40, # 1, p. 191 - 193
[4] Chemical Communications, 2014, vol. 50, # 91, p. 14257 - 14260
[5] Patent: WO2012/85586, 2012, A1. Location in patent: Page/Page column 66; 68
Di(1H-imidazol-1-yl)methanimine Preparation Products And Raw materials
Raw materialsImidazole-->Cyanogen bromide
Preparation Products2-Benzothiazolamine,7-chloro-(9CI)
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