4-Amino-2-chloropyrimidine
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4-Amino-2-chloropyrimidine
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CAS No:
7461-50-9
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Formula:
C4H4ClN3
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Chemical Name:
4-Amino-2-chloropyrimidine
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Synonyms:
2-CHLORO-4-PYRIMIDINAMINE;2-CHLOROPYRIMIDIN-4-AMINE;2-CHLORO-4-AMINOPYRIMIDINE;4-AMINO-2-CHLOROPYRIMIDINE;2-CHLOROPYRIMIDIN-4-YLAMINE;4-Pyrimidinamine, 2-chloro-;4-Amino-2-chloropyrimidin...;4-Amino-2-chloropyrimidine ,97%;4-Pyrimidinamine, 2-chloro- (9CI);2-Chloropyrimidin-4-amine, 4-Amino-2-chloro-1,3-diazine
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CAS No:
Characteristics
51.8
0.8
Colorless to slight yellow liquid
1.4±0.1 g/cm3
197-205 °C
338.8ºC at 760 mmHg
158.7±20.4 °C
1.618
Safety Information
IRRITANT-HARMFUL
NONH for all modes of transport
3
36/37/38-36-22
26-36/37/39
Xn
P305 + P351 + P338
H302-H319
|Warning|H302 (97.56%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P280, P301+P312, P305+P351+P338, P330, P337+P313, and P501|Aggregated GHS information provided by 41 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
4-Amino-2-chloropyrimidine Use and Manufacturing
To 2, 4-Dichloropyrimidine (1.0 g, 6.7 mmol) was added 28 percent w/v ammonium hydroxide solution (20 mL). The mixture was stirred overnight at ambient temperature then concentrated in vacuo. The residue was dry loaded and purified by FCC eluting with 2-10 percent EtOH in CHCI3 to afford 2-amino-4-chloropyrimidine and 2-chloro-4-aminopyrimidine. Yield: 2-amino-4-chloropyrimidine 200 mg, 23 percent; 2-chloro-4-aminopyrimidine 600 mg, 69 percent.: 2-Amino-4-chloropyrimidine (2) and 4-amino-2-chloropyrimidine (3) A suspension of 2, 4-dichloropyrimidine (7.45 g, 50.0 mmol) in ammonium hydroxide (25percent, 125 mL) is stirred at room temperature for 5 h. The appearance of the insoluble material changes from 'salt-like' to 'snow-like. The precipitate is collected by filtration and dried in vacuo. The crude material is redissolved in MeOHiCHTo a suspension of 2, 4-dichloropyrimidine (2.0 g, 13 mmol) in isopropanol (20 mL) was added ammonium hydroxide 28-30percent (50 mL, 1385 mmol). The suspension went into solution immediately. The resulting solution was heated at 100 Step 1:
Computed Properties
Molecular Weight:129.55
XLogP3:0.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:129.0093748
Monoisotopic Mass:129.0093748
Topological Polar Surface Area:51.8
Heavy Atom Count:8
Complexity:77.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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