4-Amino-6-chloro-2-methylpyrimidine
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4-Amino-6-chloro-2-methylpyrimidine
structure -
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CAS No:
1749-68-4
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Formula:
C5H6ClN3
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Chemical Name:
4-Amino-6-chloro-2-methylpyrimidine
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Synonyms:
ASISCHEM D48874;4-AMINO-6-CHLORO-2-METHYLPYRIMIDINE;4-Pyrimidinamine, 6-chloro-2-methyl- (9CI);6-CHLORO-2-METHYL-4-PYRIMIDINAMINE;4-AMINO-6-CHLORO-2-METHYLPYRIMIDINE, 95+%;6-Chloro-2-methylpyrimidin-4-amine;4-PYRIMIDINAMINE,6-CHLORO-2-METHYL-;2-Methyl-6-chloropyrimidine-4-amine
- Categories:
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CAS No:
4-Amino-6-chloro-2-methylpyrimidine Basic Attributes
143.57
143.025024
145903
DTXSID10301691
2933599090
Characteristics
51.8
1.2
1.349±0.06 g/cm3(Predicted)
189 °C
269.2±20.0 °C(Predicted)
116.6±21.8 °C
1.600
0.007mmHg at 25°C
Safety Information
IRRITANT
22
Xn
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
H302
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, 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.
4-Amino-6-chloro-2-methylpyrimidine Use and Manufacturing
A solution of 4, 6-dichloro-2-methylpyrimidine (50 g, 0.31 mol) and ammonia in methanol (0.5 L) was added to a 1 L reaction flask, Stirred at 50 ° C for 5 hours, The reaction was cooled to room temperature, filter, Washed with petroleum ether (100 ml)filter, And dried under reduced pressure to give 2-methyl-4-amino-6-chloropyrimidine (40.9 g, yield: 92percent) as a white solid.Preparation 1 Charge a 5 L steel pressure vessel (autoclave) with 4, 6-dichloro-2-methylpyrimidine (400 g, 2.45 mol) and ammonium hydroxide (2.8 L) at RT. Heat the reaction to 90 °C for 5 h. Cool the reaction mixture to RT and then filter the solidthrough a Buchner funnel. Wash the filtercake with water (200 niL) and hexane (200 niL) and then dry under vacuum to afford the title compound as a white solid (290 g, 82percent). LC-ES/MS m/z 144.0 (M+1).Key Intermediate 3 (Int-3Y. C6-Chloro-2-methyl-pyrimidin-4-ylPart A: 4-Amino-6-chloro-2-methylpyrimidine4, 6-Dichloro-2-methylpyrimidine (10.45 g, 64.11 mmol) was dissolved in 7 M ammonia in MeOH (115 mL) in a pressure flask. The reaction mixture was heated at 1 10 A solution of 4, 6-dichloro-2-methylpyrimidin (105) (20.0 g, 120 mmol) was placed in a tube with ammonium hydroxide (50 mL). The tube was sealed and heated at 125-128 4, 6-Dichloro-2-methyl-pyrimidine (5.0 g, 30.6 mmol) was added to a mixture of Isopropanol / NHThe 2-methyl-6-(4-methylpiperazin-1-yl)pyrimidin-4-amine used as starting material was prepared as follows: 2-amino-4-hydroxy-6-methylpyrimidine (5 g) was added to phosphorous oxychloride (50 ml) and heated to 80 ° C for 1 hour, Add a few drops of DMF, the reaction heated to 105 , 3 hours after the formation of orange solution. Reaction cooling, spin dry, add toluene and then once, The residue was taken up in ice-cooled saturated aqueous sodium bicarbonate solution and extracted with ethyl acetate. The organic layer is followed by water and saltWashed with water, dried and dried to give a yellow solid (3 g, yield: 68percent).
Computed Properties
Molecular Weight:143.57
XLogP3:1.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:143.0250249
Monoisotopic Mass:143.0250249
Topological Polar Surface Area:51.8
Heavy Atom Count:9
Complexity:98.2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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4-Amino-6-chloro-2-methylpyrimidine
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