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7-Chloro-4-quinolinamine

CAS No.1198-40-9
Chemical Name:7-Chloro-4-quinolinamine
CBNumber:CB0199827
Molecular Formula:C9H7ClN2
Formula Weight:178.62
MOL File:1198-40-9.mol

7-Chloro-4-quinolinamine Property

Melting point 150-152.5 °C
Boiling point 366.8±27.0 °C(Predicted)
Density 1.363±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
form solid
pka 7.49±0.50(Predicted)
color Off-white
CAS DataBase Reference 1198-40-9(CAS DataBase Reference)
FDA UNII 2SJ6Y866TU
UNSPSC Code 12352200

Safety

Hazard Codes :T
Risk Statements :25-36
Safety Statements :26-45
RIDADR :UN 2811 6.1 / PGIII
WGK Germany :3
HS Code :2933499090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordDanger
Hazard statements H301-H319
Precautionary statements P301+P310+P330-P305+P351+P338

7-Chloro-4-quinolinamine Price More Price(1)

Brand: Sigma-Aldrich(India)
Product number: BBO000159
Product name : 4-Amino-7-chloroquinoline
Purity: AldrichCPR
Packaging: 1G
Price: ₹27787.78
Updated: 2022/06/14
Buy: Buy

7-Chloro-4-quinolinamine Chemical Properties,Usage,Production

Uses 7-Chloroquinolin-4-amine is an aminoquinoline that complexes ferriprotoporphyrin IX (Fe(III)PPIX) and inhibits its conversion to β-hematin (hemozoin).
Definition ChEBI: 4-Amino-7-chloroquinoline is an aminoquinoline.
Synthesis Reference(s) Journal of the American Chemical Society, 69, p. 704, 1947 DOI: 10.1021/ja01195a501
Synthesis 4-amino-7-chloroquinoline is obtained byreacting 7-chloro-4-hydrazinoquinoline ,sodium borohydride with nickel (II) chloride hexahydrate in methanol.To a suspension of 7-chloro-4-hydrazinoquinoline (1.67 g, 8.6 mmol) and nickel (II) chloride hexahydrate (2.00 g, 8.6 mmol) in methanol (33 ml), sodium borohydride (0.98 g, 25.8 mmol) was added cautiously while stirring the reaction mixture vigorously at room temperature and left to react overnight. The reaction mixture was filtered through celite pad. Water was used to dilute the filtrate layer and then washed with ethyl acetate. The organic layer was dried with magnesium sulphate and concentrated in vacuo to give the title compound as a yellow powder (1.09 g, 72%): mp: 143 – 147 ℃ (Lit.: 147 – 148 ℃) ;
vmax/cm-1 3337 s (N-H), 1642 m (C=N), 1609 m and 1575 m (C=N); δH (300 MHz; DMSO-d6) 8.28 (1H, d, J 5.3, C(2)H), 8.19 (1H, d, J 9.1, C(5)H), 7.76 (1H, d, J 1.6, C(8)H), 7.39 (1H, dd, J 9.1, 1.6, C(6)H), 7.03 (2H, s, NH2), 6.57 (1H, d, J 5.3, C(3)H); δC (75 MHz; DMSO-d6) 152.0 (Ar-C), 151.1 (C(2)H), 148.9 (Ar-C), 133.7 (Ar-C), 126.8 (C(8)H), 124.8 (C(5)H), 123.9 (C(6)H), 117.0 (Ar-C), 102.7 (C(3)H); m/z (-ES) 179 (100%, [M+H]- with 35Cl), 181 (35%, [M+H]- with 37Cl); found by +ES 179.0377, C9H8ClN2 ([M+H]+ with 35Cl), requires 179.0371, error 3.3 ppm.