7-CHLORO-4-HYDRAZINOQUINOLINE

7-CHLORO-4-HYDRAZINOQUINOLINE Basic information
Product Name:7-CHLORO-4-HYDRAZINOQUINOLINE
Synonyms:LABOTEST-BB LT00452674;BUTTPARK 45\09-14;1-(7-CHLORO-4-QUINOLYL)HYDRAZINE;7-CHLORO-4-HYDRAZINOQUINOLINE;TIMTEC-BB SBB000320;7-chloro-4-hydrazino-quinolin;7-chloro-4-quinolylhydrazine;(7-chloro-4-quinolinyl)hydrazine
CAS:23834-14-2
MF:C9H8ClN3
MW:193.63
EINECS:
Product Categories:Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Quinolines;QuinolinesHeterocyclic Building Blocks
Mol File:23834-14-2.mol
7-CHLORO-4-HYDRAZINOQUINOLINE Structure
7-CHLORO-4-HYDRAZINOQUINOLINE Chemical Properties
Melting point 219-225 °C (dec.) (lit.)
Boiling point 413.5±25.0 °C(Predicted)
density 1.430±0.06 g/cm3(Predicted)
pka6.70±0.50(Predicted)
CAS DataBase Reference23834-14-2(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22-36/37/38
Safety Statements 26-37/39
WGK Germany 3
RTECS VB2900000
HS Code 2928009090
MSDS Information
ProviderLanguage
SigmaAldrich English
7-CHLORO-4-HYDRAZINOQUINOLINE Usage And Synthesis
Uses 7-Chloro-4-hydrazinoquinoline was used in the preparation of new Schiff base hydrazone ligand via reaction with o-hydroxybenzaldehyde. It was also used in the preparation of N′-(E)-heteroaromatic-isonicotinohydrazide derivatives and the heteroaromatic 7-chloro-4-quinolinylhydrazone derivatives.
Synthesis7-chloro-4-hydrazinoquinoline is prepared byhydrazine monohydrate and 4,7-dichloroquinoline in absolute ethanol.Hydrazine monohydrate (2022 mg, 40.0 mmol) and 4,7-dichloroquinoline (800 mg, 4.00 mmol) were dissolved in absolute ethanol (50 ml). The reaction mixture was left under reflux until the reaction has gone to completion and then allowed to cool in the ice bath for crystallization to occur.
(676 mg, 87%): mp: 220 – 225 ℃ (Lit.: 223 – 225 ℃); vmax/cm-1 3320 w (N-H), 3050 w (aro. C-H), 1607 m (C=N), 1448 (m, aro. C=C); δH (300 MHz; DMSO-d6) 11.09 (br. s., NH), 8.56-8.40 (2H, m, C(5)H and C(2)H), 7.97 (1H, d, J 1.9, C(8)H), 7.70 (1H, dd, J 9.0, 1.9, C(6)H), 7.10 (1H, d, J 7.2, C(3)H), 5.31 (br. s., NH); δC (75 MHz; DMSO-d6) 155.7 (Ar-C), 142.4 (C(2)H), 138.7 (Ar-C), 137.6 (Ar-C), 126.4 (C(6)H), 125.3 (C(5)H), 119.1 (C(8)H), 113.6 (Ar-C), 98.1 (C(3)H); m/z (-ES) 194 (100%, [M+H]- with 35Cl), 196 (27%, [M+H]- with 37Cl); found by +ES 194.0475, C9H9ClN3 ([M+H]+ with 35Cl), requires 194.0480, error 2.6 ppm.
7-CHLORO-4-HYDRAZINOQUINOLINE Preparation Products And Raw materials
4-Hydrazinoquinoline 7-CHLORO-4-HYDRAZINO-2-METHYLQUINOLINE 7-CHLORO-4-(1-METHYLHYDRAZINYL)QUINOLINE 3-(4-FLUOROPHENYL)-1H-PYRAZOLE-4-CARBALDEHYDE N-(7-CHLORO-4-QUINOLINYL)HYDRAZONE 6-CHLORO-4-HYDRAZINOQUINOLINE 6-CHLORO-4-HYDRAZINOQUINOLINE HYDROCHLORIDE 8-CHLORO-4-HYDRAZINOQUINOLINE HYDRAZINE 7-CHLORO-4-HYDRAZINOQUINOLINE 7-CHLORO-4-HYDRAZINOQUINOLINE HYDROCHLORIDE 2-(7-CHLORO-4-QUINOLINYL)-1-HYDRAZINECARBOTHIOAMIDE 7-CHLORO-2,8-DIMETHYL-4-HYDRAZINOQUINOLINE

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