7152-19-4

Basic information

• Product Name: 2-CYANOAMINO-4-HYDROXY-6-METHYLPYRIMIDINE
• Synonyms: Cyanamide, (1,4-dihydro-6-methyl-4-oxo-2-pyrimidinyl)- (9CI);Nsc67127;(6-methyl-4-oxo-1H-pyrimidin-2-yl)cyanamide
• CAS NO: 7152-19-4
• Molecular Formula: C₆H₆N₄O
• Molecular Weight: 150.13804
• Product Categories: PYRIMIDINE
• Mol File: 7152-19-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 261.8°Cat760mmHg
• Flash Point: 112.1°C
• Appearance: /
• Density: 1.39g/cm³
• Vapor Pressure: 0.0113mmHg at 25°C
• Refractive Index: 1.651
• CAS DataBase Reference: 2-CYANOAMINO-4-HYDROXY-6-METHYLPYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CYANOAMINO-4-HYDROXY-6-METHYLPYRIMIDINE(7152-19-4)
• EPA Substance Registry System: 2-CYANOAMINO-4-HYDROXY-6-METHYLPYRIMIDINE(7152-19-4)

Safety Data

• Hazardous Substances Data: 7152-19-4(Hazardous Substances Data)

Usage

General Description

2-CYANOAMINO-4-HYDROXY-6-METHYLPYRIMIDINE is a chemical compound that belongs to the pyrimidine group. It is a derivative of pyrimidine and contains a cyanoamino group and a hydroxy group. 2-CYANOAMINO-4-HYDROXY-6-METHYLPYRIMIDINE is commonly used in pharmaceutical research and drug development due to its potential medicinal properties. It is also utilized in the synthesis of various drugs and organic compounds. Additionally, 2-CYANOAMINO-4-HYDROXY-6-METHYLPYRIMIDINE has been studied for its potential biological activities, including as an antifungal and antibacterial agent. Overall, this compound has garnered interest in the scientific community for its medicinal and synthetic applications.

InChI:InChI=1/C6H6N4O/c1-4-2-5(11)10-6(9-4)8-3-7/h2H,1H3,(H2,8,9,10,11)

Upstream product

• 141-97-9 ethyl acetoacetate 
• 127099-85-8 N-Cyanoguanidine 
• 141-52-6 sodium ethanolate 

Downstream Products

• 284665-60-7 N-(2-fluoro-phenyl)-N'-(4-hydroxy-6-methyl-pyrimidin-2-yl)-guanidine 
• 71523-76-7 N-(4-hydroxy-6-methyl-pyrimidin-2-yl)-N'-(4-trifluoromethyl-phenyl)-guanidine 
• 709666-62-6 N-(4-methyl-6-phenethylamino-pyrimidin-2-yl)-N'-(4-trifluoromethyl-phenyl)-guanidine 

Relevant articles and documents

Regioselective synthesis of pyrimido[1,2-a][1,3,5]triazin-6-ones via reaction of 1-(6-oxo-1,6-dihydropyrimidin-2-yl)guanidines with triethylorthoacetate: Observation of an unexpected rearrangement

A novel thermal rearrangement, involving pyrimidine ring opening and subsequent ring closure leading to recyclization of the system, was identified in the reaction of (6-oxo-1,6-dihydropyrimidin-2-yl)guanidines 3 (where NR 1R2 = NH2, NH alkyl, NH aralkyl, NHCH 2Ph(R)) with triethyl orthoacetate, affording 4-substituted-2-methyl- 6H-pyrimido[1,2-a][1,3,5]triazin-6-ones 6 and their ring opened products. However, no such rearrangement was observed with (6-oxo-1,6-dihydropyrimidin-2- yl)guanidines 3 bearing a tertiary amino or anilino substituent (i.e. where NR1R2 = N(CH3)2, indoline, morpholino, NHAr). As expected, 2-substituted-4-methyl-6H-pyrimido[1,2-a][1,3,5] triazin-6-ones 4 were obtained as the final products. Experimental structural determination and theoretical studies were carried out to get an understanding of the observed thermal rearrangement. In addition, an attempt to obtain similar pyrimido[1,2-a][1,3,5]triazin-6-ones using N,N-dimethylacetamide dimethyl acetal (DMA-DMA) as one carbon inserting synthon had furnished triazine ring annulated product 14 bearing N,N-dimethyl enamino substituent at position 4 as a result of further reaction with a second molecule of DMA-DMA.