76253-77-5

Basic information

• Product Name: 2-CHLORMETHYL-6-NITRO-QUINOLINE
• Synonyms: 2-CHLORMETHYL-6-NITRO-QUINOLINE;2-(CHLOROMETHYL)-6-NITROQUINOLINE
• CAS NO: 76253-77-5
• Molecular Formula: C₁₀H₇ClN₂O₂
• Molecular Weight: 222.63
• Mol File: 76253-77-5.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-CHLORMETHYL-6-NITRO-QUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORMETHYL-6-NITRO-QUINOLINE(76253-77-5)
• EPA Substance Registry System: 2-CHLORMETHYL-6-NITRO-QUINOLINE(76253-77-5)

Safety Data

• Hazardous Substances Data: 76253-77-5(Hazardous Substances Data)

Upstream product

• 76253-89-9 2-methyl-6-nitroquinoline N-oxide 
• 613-30-9 2-methyl-6-nitroquinoline 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 137898-55-6 N-methyl-6-nitro-N-<(4-nitrophenoxy)propyl>-2-quinolinemethanamine 
• 137898-56-7 N-cyclopentyl-6-nitro-N-<(4-nitrophenoxy)propyl>-2-quinolinemethanamine 
• 137898-76-1 2-({[3-(4-Amino-phenoxy)-propyl]-methyl-amino}-methyl)-quinolin-6-ylamine 
• 137898-77-2 2-({[3-(4-Amino-phenoxy)-propyl]-cyclopentyl-amino}-methyl)-quinolin-6-ylamine 
• 141770-88-9 N-[4-[3-[[(6-Amino-2-quinolinyl)methyl]methylamino]-2-hydroxypropoxy] phenyl]methanesulfonamide 
• 141770-87-8 N-[4-[2-Hydroxy-3-[methyl[(6-nitro-2-quinolinyl)methyl]amino]propoxy]phenyl]methanesulfonamide 
• 139047-48-6 N-<2-<phenoxy>propyl>amino>methyl>-6-quinolinyl>methanesulfonamide 
• 141770-89-0 N-<2-<<<2-hydroxy-3-<4-<(methylsulfonyl)amino>phenoxy>propyl>methylamino>methyl>-6-quinolinyl>methanesulfonamide 
• 119198-19-5 N-Ethyl-N-(6-nitroquinol-2-ylmethyl)-4-methanesulphonamidophenethylamine 

Relevant articles and documents

Copper(II) catalyzed heterobenzylic C(sp3)-H activation: Two efficient halogenation methodologies towards heterobenzyl halides

Two practical and simple synthetic methodologies towards various heterobenzyl halides were developed. A series of 2-halomethylquinolines were readily prepared by the one-pot reaction of 2-methylquinolines with CuX (X = I, Br, Cl) and TBHP in CH3CN. A large variety of heterobenzyl iodides, including 2-iodomethylquinolines, 2-iodomethylquinoxalines, 2-iodiomethylbenzooxazole, and 2-iodiomethylbenzothiazole, were efficiently synthesized by one-pot reaction of 2-methylheterocycles with iodine in the presence of CuSO4·5H2O in CH3CN.

N-quinolinyl alkyl-substituted 1-aryloxy-2-propanolamine and propylamine derivatives possessing class III antiarrhythmic activity

This invention relates to N-heteroalkyl-substituted 1-aryloxy-2-propanolamine and propylamine derivatives possessing anti-arrhythmic activity, to pharmaceutical compositions and to methods for production thereof.

STUDIES ON TERTIARY AMINE OXIDES. LXIX. REACTIONS OF 2-CHLOROMETHYLQUINOLINE DERIVATIVES WITH 2-NITROPROPANE

Reactions of 2-chloromethylquinoline (1), its N-oxide (2) and their nitro derivatives with the sodium salt of 2-nitropropane were investigated.O-Alkylation occured with 1 and 2, giving 2-quinolinecarboxaldehyde (5: 11 percent) and its N-oxide (6: 10 percent).The reaction of 2-chloromethyl-5-nitroquinoline (3b) gave both the O-alkylation product, 5-nitro-2-quinolinecarboxyaldehyde (7: 21 percent), and the C-alkylation products, 2-(2-methyl-2-nitropropyl)-5-nitroquinoline (8b: 24 percent) and 2-(2-methyl-1-propenyl)-5-nitroquinoline (9b: trace).In the reactions of the 6-nitro (3c) and 8-nitro (3d) derivatives of 1, the 2-(2-methyl-2-nitropropyl)quinolines (8c: 86percent and 8d: 63 percent) were predominantly formed.In contrast, the reactions of the 4-nitro (4a), 5-nitro (4b) and 6-nitro (4c) derivatives of 2 produced the corresponding 2-(2-methyl-1-propenyl)quinoline N-oxides (11a: 53 percent, 11b: 20 percent and 11c: 66 percent) as main products, accompanied by small amounts of the 2-(2-methyl-2-nitropropyl) compounds (10a: 20 percent and 10b: 17 percent).Keywords-nucleophilic substitution; radical anion-free radical chain process; SRN1 mechanism; C-alkylation; O-alkylation; nitro derivatives of 2-chloromethylquinoline; nitro derivatives of 2-chloromethylquinoline 1-oxide; 2-(2-methyl-2-nitropropyl)quinolines and their N-oxides; 2-(2-methyl-1-propenyl)quinolines and their N-oxides