7-CHLORO-4-HYDRAZINOQUINOLINE Property

Melting point:

219-225 °C (dec.) (lit.)

Boiling point:

413.5±25.0 °C(Predicted)

Density 

1.430±0.06 g/cm3(Predicted)

pka

6.70±0.50(Predicted)

CAS DataBase Reference

23834-14-2(CAS DataBase Reference)

Safety

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

RTECS 

VB2900000

HS Code 

2928009090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

7-CHLORO-4-HYDRAZINOQUINOLINE Chemical Properties,Usage,Production

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.

Synthesis

7-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.