6-AMINOPHTHALIDE
- Product Name
- 6-AMINOPHTHALIDE
- CAS No.
- 57319-65-0
- Chemical Name
- 6-AMINOPHTHALIDE
- Synonyms
- 6-Aminoisobenzofuran-1(3H)-one;1(3H)-Isobenzofuranone, 6-amino-;6-AMINO-1,3-DIHYDROISOBENZOFURAN-1-ONE;RMA-283;6-Aminophtalide;6-AMINOPHTHALIDE;BUTTPARK 33\04-93;6-Aminophthalide,95%;6-Aminophthalide 97%;6-AMINOISOBENZOFURAN-1-ONE
- CBNumber
- CB3771916
- Molecular Formula
- C8H7NO2
- Formula Weight
- 149.15
- MOL File
- 57319-65-0.mol
6-AMINOPHTHALIDE Property
- Melting point:
- 183 °C
- Boiling point:
- 420.2±45.0 °C(Predicted)
- Density
- 1.376±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- pka
- 3.88±0.20(Predicted)
- Appearance
- White to yellow Solid
- Water Solubility
- Soluble in water 1360 mg/L 25°C.
- InChI
- InChI=1S/C8H7NO2/c9-6-2-1-5-4-11-8(10)7(5)3-6/h1-3H,4,9H2
- InChIKey
- ZIJZDNKZJZUROE-UHFFFAOYSA-N
- SMILES
- C1(=O)C2=C(C=CC(N)=C2)CO1
- CAS DataBase Reference
- 57319-65-0(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-37/39
- RIDADR
- UN2811
- Hazard Note
- Irritant
- HS Code
- 2932990090
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
- S745197
- Product name
- 6-AMINOPHTHALIDE
- Purity
- Aldrich<sup>CPR</sup>
- Packaging
- 1 unit
- Price
- $143
- Updated
- 2025/07/31
- Product number
- S745197
- Product name
- 6-AMINOPHTHALIDE
- Purity
- Aldrich
- Packaging
- 5mg
- Price
- $139
- Updated
- 2024/03/01
- Product number
- A616080
- Product name
- 6-Aminophthalide
- Packaging
- 1g
- Price
- $200
- Updated
- 2021/12/16
- Product number
- J96575
- Product name
- 6-Aminophthalide
- Packaging
- 5g
- Price
- $240
- Updated
- 2021/12/16
- Product number
- OR3916
- Product name
- 6-Aminophthalide
- Purity
- 95%
- Packaging
- 5g
- Price
- $240
- Updated
- 2021/12/16
6-AMINOPHTHALIDE Chemical Properties,Usage,Production
Chemical Properties
white to light yellow crystal powde
Uses
It is used to produce 6-acetylamino-phthalide. It is also used as a starting material in the reduction reaction.
Uses
6-Aminophthalide is used in the total synthesis of uncialamycin and its application to antitumor antibiotics. Also used in permethyl ningalin analogs as P-glycoprotein inhibitors.
Definition
ChEBI: 6-Amino-1,3-dihydroisobenzofuran-1-one is a member of 2-benzofurans.
Synthesis
610-93-5
57319-65-0
General procedure for the synthesis of 6-aminophthalide from 6-nitrotetrachlorophthalide: Commercially available 6-nitro-1(3H)-isobenzofuranone (9.9 g, 55 mmol) was dissolved in a solvent mixture of tetrahydrofuran (20 mL) and methanol (60 mL), and 5% palladium-carbon catalyst (1.5 g) was subsequently added. The reaction mixture was stirred at room temperature for 20 h under hydrogen atmosphere. Upon completion of the reaction, the mixture was filtered and the solid was washed sequentially with ethyl acetate and methanol. The filtrate and washings were combined and the resulting solution was concentrated under reduced pressure. The resulting solid was washed with ethyl acetate to give 6-aminophthalide (6.21 g) as a crystalline solid. The washings were concentrated and the residue was crystallized by mixed ethyl acetate-hexane solvent to obtain additional 6-aminophthalide (0.95 g, 87% total yield). The product was confirmed by NMR hydrogen spectrum (400 MHz, CD3OD): δ 5.225 (2H, s), 7.060 (1H, d, J = 2 Hz), 7.071 (1H, dd, J = 9, 2 Hz), 7.288 (1H, d, J = 9 Hz). Infrared spectra (KBr pressed) νmax cm-1: 3473, 3372, 3278, 1735, 1631, 1504, 1330, 1059, 992.
References
[1] Physical Chemistry Chemical Physics, 2005, vol. 7, # 24, p. 4070 - 4081
[2] Chemistry - A European Journal, 2016, vol. 22, # 13, p. 4600 - 4607
[3] ACS Catalysis, 2014, vol. 4, # 10, p. 3504 - 3511
[4] Patent: EP1362856, 2003, A1. Location in patent: Page/Page column 159
[5] Journal of Heterocyclic Chemistry, 2006, vol. 43, # 5, p. 1195 - 1204
6-AMINOPHTHALIDE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 6-AMINOPHTHALIDE manufacturers
- Product
- 6-Aminophthalide 57319-65-0
- Price
- US $950.00/g
- Min. Order
- 1g
- Purity
- 99 %
- Supply Ability
- 500 Kg
- Release date
- 2025-09-12
- Product
- 6-AMINOPHTHALIDE 57319-65-0
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99.8%
- Supply Ability
- 100000kgs
- Release date
- 2024-08-23
- Product
- 6-AMINOPHTHALIDE 57319-65-0
- Price
- US $0.10/KG
- Min. Order
- 1KG
- Purity
- 99.0%
- Supply Ability
- 1000 tons
- Release date
- 2020-04-24