ChemicalBook--->CAS DataBase List--->3524-32-1

3524-32-1

3524-32-1 Structure

3524-32-1 Structure
IdentificationMore
[Name]

1,3-Dimethyl-1H-pyrazol-5-amine
[CAS]

3524-32-1
[Synonyms]

1,3-DIMETHYL-1H-PYRAZOL-5-AMINE
2,5-DIMETHYL-2H-PYRAZOL-3-YLAMINE
3-AMINO-2,5-DIMETHYL-2H-PYRAZOLE
5-AMINO-1,3-DIMETHYLPYRAZOLE
AKOS B024294
AKOS BBS-00004675
AKOS PAO-1219
ART-CHEM-BB B024294
BUTTPARK 29\04-74
1,3-Dimethyl-1H-pyrazol-5-ylamine
1,3-Dimethyl-5-amino-pyrazole
5-Amino-1,3-dimethyl-1H-pyrazole
1,3-Dimethyl-1H-pyrazole-5-amine ,97%
[EINECS(EC#)]

2017-001-1
[Molecular Formula]

C5H9N3
[MDL Number]

MFCD00051651
[Molecular Weight]

111.15
[MOL File]

3524-32-1.mol
Chemical PropertiesBack Directory
[Appearance]

white to light yellow crystal powde
[Melting point ]

65-69 °C (lit.)
[Boiling point ]

121-123 °C(Press: 9 Torr)
[density ]

1.17±0.1 g/cm3(Predicted)
[Fp ]

88 °C
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[form ]

crystalline powder
[pka]

4?+-.0.10(Predicted)
[color ]

Light orange
[Sensitive ]

Hygroscopic
[Detection Methods]

HPLC
[BRN ]

113420
[InChI]

InChI=1S/C5H9N3/c1-4-3-5(6)8(2)7-4/h3H,6H2,1-2H3
[InChIKey]

ZFDGMMZLXSFNFU-UHFFFAOYSA-N
[SMILES]

N1(C)C(N)=CC(C)=N1
[CAS DataBase Reference]

3524-32-1(CAS DataBase Reference)
[NIST Chemistry Reference]

5-Amino-1,3-dimethylpyrazole(3524-32-1)
Safety DataBack Directory
[Hazard Codes ]

Xi,Xn
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection .
[WGK Germany ]

3
[HS Code ]

29331990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Sodium hydroxide-->Hydrochloric acid-->Ethyl acetate-->Sulfuric acid-->Dichloromethane-->Sodium-->Thionyl chloride-->Acetone-->Isopropyl alcohol-->Diethyl oxalate-->Sodium azide-->Sulfuryl chloride-->Methylhydrazine-->1-Pentanol-->Methylhydrazine sulfate-->3-Aminocrotononitrile-->TIMTEC-BB SBB002655
Hazard InformationBack Directory
[Chemical Properties]

white to light yellow crystal powde
[Uses]

5-Amino-1,3-dimethylpyrazole may be used in the preparation of:
  • 5-benzamido-1,3-dimethylpyrazole
  • diethyl 2-{[(1,3-dimethyl-1H-pyrazol-5-yl)amino]methylene}malonate
  • 5-amino-1,3-dimethyl-4-phthalidylpyrazole
  • (E)-N-(3,7-dimethylocta-2,6-dienyl)-1,3-dimethyl-1H-pyrazol-5-amine analog(LQFM002)
  • 4-isopropyl-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-6-ol

[General Description]

5-Amino-1,3-dimethylpyrazole undergoes cyclocondensation with ethyl acetoacetate to form the corresponding tetrahydropyrazolopyridine derivatives.
[Synthesis]

3-Aminocrotononitrile

1118-61-2

Methylhydrazine

60-34-4

1,3-Dimethyl-1H-pyrazol-5-amine

3524-32-1

To a solution of 3-aminobut-2-enenenitrile (16.5 g, 0.2 mol) in n-pentanol (40 mL) was slowly added methylhydrazine (12.9 g, 0.28 mol). The reaction mixture was heated to reflux and kept for 3 hours. Upon completion of the reaction, n-pentanol and excess methylhydrazine were removed by distillation under reduced pressure. The resulting beige precipitate was dissolved in heptane (150 mL) and filtered through a sintered funnel. The filtrate was dried under vacuum at 40 °C to afford 5-amino-1,3-dimethylpyrazole as a beige solid (13.5 g, 60.4% yield).

[References]

[1] Patent: WO2012/92880, 2012, A1. Location in patent: Page/Page column 59
[2] Journal of the American Chemical Society, 1959, vol. 81, p. 2452,2455
[3] Patent: US6338741, 2002, B1. Location in patent: Page column 15
[4] Journal of Combinatorial Chemistry, 2010, vol. 12, # 4, p. 510 - 517
Spectrum DetailBack Directory
[Spectrum Detail]

1,3-Dimethyl-1H-pyrazol-5-amine(3524-32-1)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

1,3-Dimethyl-1H-pyrazol-5-amine, 97%(3524-32-1)
[Alfa Aesar]

5-Amino-1,3-dimethyl-1H-pyrazole, 98%(3524-32-1)
[Sigma Aldrich]

3524-32-1(sigmaaldrich)
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