METHYL 3-AMINO-5-METHYLTHIOPHENE-2-CARBOXYLATE
- Product Name
- METHYL 3-AMINO-5-METHYLTHIOPHENE-2-CARBOXYLATE
- CAS No.
- 76575-71-8
- Chemical Name
- METHYL 3-AMINO-5-METHYLTHIOPHENE-2-CARBOXYLATE
- Synonyms
- Methyl 3-aMino-5-Methylthiophen-2-carboxylate;METHYL 3-AMINO-5-METHYLTHIOPHENE-2-CARBOXYLATE;Methyl 3-amino-5-methylthiophene-2-carboxylate 95+%;3-AMINO-5-METHYLTHIOPHENE-2-CARBOXYLIC ACID, MET. ESTER;5-Methyl-3-aMinothiophene-2-carboxylic acid Methyl ester;Methyl 3-amino-5-methylthiophene-2-carboxylic acid ester;3-Amino-5-methyl-2-thiophenecarboxylic acid methyl ester;3-AMINO-5-METHYL-THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER;2-Thiophenecarboxylic acid, 3-amino-5-methyl-, methyl ester;Methyl 3-Amino-5-methylthiophene-2-carboxylate, CAS 76575-71-8
- CBNumber
- CB6290133
- Molecular Formula
- C7H9NO2S
- Formula Weight
- 171.22
- MOL File
- 76575-71-8.mol
METHYL 3-AMINO-5-METHYLTHIOPHENE-2-CARBOXYLATE Property
- Melting point:
- 84-85℃ (methanol )
- Boiling point:
- 319.2±37.0 °C(Predicted)
- Density
- 1.264±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- pka
- 2.08±0.10(Predicted)
- form
- Solid
- Appearance
- Light yellow to light brown Solid
- Water Solubility
- Slightly soluble in water.
- InChI
- InChI=1S/C7H9NO2S/c1-4-3-5(8)6(11-4)7(9)10-2/h3H,8H2,1-2H3
- InChIKey
- FVKMOPIFLCMZMI-UHFFFAOYSA-N
- SMILES
- C1(C(OC)=O)SC(C)=CC=1N
Safety
- Hazard Codes
- Xi
- HazardClass
- IRRITANT
- HS Code
- 2921490090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- M328535
- Product name
- Methyl3-amino-5-methylthiophene-2-carboxylate
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- M328535
- Product name
- Methyl3-amino-5-methylthiophene-2-carboxylate
- Packaging
- 500mg
- Price
- $255
- Updated
- 2021/12/16
- Product number
- M328535
- Product name
- Methyl3-amino-5-methylthiophene-2-carboxylate
- Packaging
- 1g
- Price
- $385
- Updated
- 2021/12/16
- Product number
- OR318100
- Product name
- Methyl3-amino-5-methylthiophene-2-carboxylate
- Purity
- 97%
- Packaging
- 10g
- Price
- $385
- Updated
- 2021/12/16
- Product number
- 8H66-1-4X
- Product name
- Methyl 3-amino-5-methylthiophene-2-carboxylate
- Packaging
- 1g
- Price
- $349
- Updated
- 2021/12/16
METHYL 3-AMINO-5-METHYLTHIOPHENE-2-CARBOXYLATE Chemical Properties,Usage,Production
Uses
Methyl 3-amino-5-methylthiophene-2-carboxylate is employed as a intermediate for pharmaceutical and chemical research.
Synthesis
4786-20-3
2365-48-2
76575-71-8
General procedure for the synthesis of methyl 3-amino-5-methylthiophene-2-carboxylate from 2-butenenitrile and methyl mercaptoacetate: a mixture of cis- and trans-2-butenenitrile (298.00 g, 4.44 mol) was mixed with pyridine (61.49 g, 0.78 mol) and the resulting mixture was cooled to 0 °C. Chlorine gas (314.92 g, 4.44 mol) was passed at a rate of 60-65 g/h while maintaining the internal temperature at 10-13 °C. After addition, the reaction mixture was slowly warmed to room temperature and stirred overnight. The resulting oil was dissolved in dichloromethane (1.5 L) to allow the solution to pass through a silica gel column for initial purification. The filtrate was concentrated under vacuum to give the complex reaction mixture (508.61 g) as a brown oily substance. This oily substance (493.80 g) was mixed with methyl mercaptoacetate (422.77 g, 3.98 mol), and the resulting solution was slowly (1.5 h) added dropwise to a methanol (2.2 L) slurry of potassium carbonate (1651 g, 11.95 mol) at 100 °C. The final slurry was allowed to warm to room temperature and stirred at ambient temperature for 5 hours. The solid salt was filtered out and washed with methanol (2L). Combine the organic solutions and evaporate the solvent. The residue was redissolved in ethyl acetate (3L) and subjected to secondary purification via silica gel column. The silica gel column was washed with additional ethyl acetate (2L). All organic phases were combined and the solvent was evaporated under vacuum to give a brown oil (627 g). The mixture was vacuum distilled at 6 mmHg under reduced pressure. The fraction collected at 138°C was crystallized in a receiving flask (303.07 g). The target product methyl 3-amino-5-methylthiophene-2-carboxylate (179.00 g, 26%) was obtained as white crystals by recrystallization from methanol. The structure of the product was confirmed by 1H NMR (CDCl3, 400 MHz) and 13C NMR (CDCl3, 100 MHz).
References
[1] Patent: WO2007/23382, 2007, A2. Location in patent: Page/Page column 64
METHYL 3-AMINO-5-METHYLTHIOPHENE-2-CARBOXYLATE Preparation Products And Raw materials
Raw materials
Preparation Products
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