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Home > Encyclopedia > 6-Chloro-5-methoxy-4-pyrimidinamine

6-Chloro-5-methoxy-4-pyrimidinamine

6-Chloro-5-methoxy-4-pyrimidinamine structure

6-Chloro-5-methoxy-4-pyrimidinamine 

structure
  • CAS No:

    5018-41-7

  • Formula:

    C5H6ClN3O

  • Chemical Name:

    6-Chloro-5-methoxy-4-pyrimidinamine

  • Synonyms:

    4-Pyrimidinamine,6-chloro-5-methoxy-;Pyrimidine,4-amino-6-chloro-5-methoxy-;6-Chloro-5-methoxy-4-pyrimidinamine;4-Amino-5-methoxy-6-chloropyrimidine;4-Amino-6-chloro-5-methoxypyrimidine;6-Chloro-5-methoxypyrimidin-4-amine

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

6-Chloro-5-methoxy-4-pyrimidinamine Basic Attributes

159.57

159.57

225-700-5

XTV46J7E54

DTXSID50198229

2933599090

Characteristics

61

0.8

1.4±0.1 g/cm3

176-178 °C

305.4°C at 760 mmHg

138.5±26.5 °C

1.585

Safety Information

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

6-Chloro-5-methoxy-4-pyrimidinamine Use and Manufacturing

A mixture of 4, 6-dichloro-5-methoxypyrimidine (5.0g, 28.1mmol), 30percent 10 aqueous ammonia (45mL), and n-butanol (15mL) was heated at 85°C in a sealed tube for 8h. The reaction mixture was then concentrated under reduced pressure and suspended in brine (150mL). The white precipitate was filtered off and the fliter cake was recrystallized from EtOH to give the title compound as an off-white solid. Yield (4.1g, 90percent). Starting material 1 (4, 6-dichloro-5-methoxypyrimidine 5.0 g, 28.1 mmol), 30percent aqueous ammonia solution (45 mL), 15 mLThe n-butanol was added to the sealed tube and reacted at 85 ° C for 8 hours. After cooling to room temperature, the reaction solution was concentrated under reduced pressure to give a white solid.The color solid was dissolved in a suspension with 150 mL of an aqueous solution of sodium chloride and stirred at room temperature for 0.5 hour, followed by suction filtration.The alcohol and diethyl ether were washed to obtain Intermediate 1. The yield was 90percent.Description 16; 4-Amino-6-chloro-5-methoxypyrimidine; A mixture of 4, 6-dichloro-5-methoxypyrimidine (5.0 g, 27.9 mmol), 33percent aqueous ammonia (30 ml) and 1'butanol (15 ml) was heated at 90°C in a sealed tube for 2.5 hours. The mixture was allowed to cool and the precipitate removed by filtration, and dried to give the title compound as a white solid (1. 8 g, 40percent). 1H NMR (400 MHz, DMSO-d6) 3.71 (3 H, s), 7.30 (2 H, br s), 7.96 (1 H, s).

Computed Properties

Molecular Weight:159.57
XLogP3:0.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:159.0199395
Monoisotopic Mass:159.0199395
Topological Polar Surface Area:61
Heavy Atom Count:10
Complexity:113
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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