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7-CHLORO-4-HYDRAZINOQUINOLINE

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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
Product Categories:
  • Building Blocks
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Quinolines
  • QuinolinesHeterocyclic Building Blocks
Mol File:
23834-14-2.mol
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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)
pka
6.70±0.50(Predicted)
CAS DataBase Reference
23834-14-2(CAS DataBase Reference)
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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

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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.

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.

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