| Identification | More | [Name]
2-Mercaptopyrimidine | [CAS]
1450-85-7 | [Synonyms]
2-MERCAPTOPYRIMIDINE
2-PYRIMIDINETHIOL
PYRIMIDINE-2-THIOL
TIMTEC-BB SBB007595
2(1H)-Pyrimidinethione
2-Pyrimidinethione
2-Thiopyrimidine
2-PYRIMIDINETHIOL 95%
2-MERCAPTOPYRIMIDINE, 98+%
2-sulfhydyl-pyrimidine(2-mercapyrimidine)
2(1H)-Pyrimidinethione (8CI,9CI)
M0937 2-Mercaptopyrimidine
2-MERCAPTOPYRIMIDINE/2-PYRIMIDINETHIOL
1H-Pyrimidine-2-thiol
2-Mercaptopyrimidine, 98% pure
1,2-Dihydropyrimidine-2-thione
2-Thio-4-deoxyuracil
Pyrimidine-2(1H)-thione | [EINECS(EC#)]
215-917-3 | [Molecular Formula]
C4H4N2S | [MDL Number]
MFCD00006073 | [Molecular Weight]
112.15 | [MOL File]
1450-85-7.mol |
| Chemical Properties | Back Directory | [Appearance]
YELLOW POWDER | [Melting point ]
230 °C (dec.)(lit.)
| [Boiling point ]
191.3±23.0 °C(Predicted) | [density ]
1.273 (estimate) | [refractive index ]
1.5500 (estimate) | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
Powder | [pka]
7.11±0.10(Predicted) | [color ]
Yellow | [Odor]
at 0.10 % in propylene glycol. penetrating sharp green onions | [Odor Type]
onion | [Detection Methods]
HPLC,NMR | [BRN ]
107105 | [InChIKey]
HBCQSNAFLVXVAY-UHFFFAOYSA-N | [LogP]
0.981 (est) | [CAS DataBase Reference]
1450-85-7(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Mercaptopyrimidine(1450-85-7) | [EPA Substance Registry System]
1450-85-7(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R63:Possible risk of harm to the unborn child.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36/37:Wear suitable protective clothing and gloves . | [RIDADR ]
UN 3335 | [WGK Germany ]
3
| [F ]
13 | [TSCA ]
Yes | [HS Code ]
29335995 |
| Hazard Information | Back Directory | [Chemical Properties]
YELLOW POWDER | [Uses]
2-Pyrimidinethiol has been used to study the highly selective palladium catalyzed kinetic resolutions of the racemic cyclic allylic carbonates and racemic acyclic allylic carbonates. It has also been used to study the photodegradation of 2-pyrimidinethiol in aerated aqueous solution using zinc oxide. | [Definition]
ChEBI: Pyrimidine substituted at C-2 by a sulfanyl group. | [Synthesis]
The general procedure for the synthesis of 2-mercaptopiperidine from 1,1,3,3-tetramethoxypropane and N-methylthiourea is as follows:
Example 4 Synthesis of 2(1H)-pyrimidinethione, 1-methyl: A mixture of 1-methyl-2-thiourea (76.6 g, 0.85 mol) and malondialdehyde bis(dimethyl acetal) (126.8 g, 0.77 mol) in ethanol (1.5 L) was stirred, and 10 M hydrochloric acid (76.6 mL, 0.77 mol) was added in one go. The reaction mixture was stirred at 25 °C for 18 h and subsequently concentrated under vacuum by rotary evaporator. The residue was dissolved in water (1.25 L), the solution was alkalized by batchwise addition of potassium carbonate and extracted with dichloromethane (4 x 500 mL). The organic phases were combined, dried with magnesium sulfate and subsequently concentrated to a solid under vacuum by rotary evaporator. The crude product was recrystallized with ethanol (600 mL) and then dried under vacuum at room temperature to constant weight to give 22.9 g (23% yield) of the target product with a melting point of 186-188 °C (uncorrected). The reaction process was repeated to obtain a total of 40.7 g of product. | [References]
[1] Patent: US2002/12639, 2002, A1
[2] Patent: US6495125, 2002, B2 |
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