Identification | More | [Name]
N-(Hydroxymethyl)phthalimide | [CAS]
118-29-6 | [Synonyms]
2-(HYDROXYMETHYL)-1H-ISOINDOLE-1,3(2H)-DIONE AKOS BBS-00004724 AURORA KA-454 HYDROXYMETHYL PHTHALIMIDE IFLAB-BB F0777-0575 N-(HYDROXYMETHYL)PHTHALIMIDE PHTHALIMIDOMETHANOL 2-(hydroxymethyl)-1h-isoindole-3(2h)-dione 2-Hydroxymethyl-isoindole-1,3-dione Methanol, phthalimido- n-(hydroxymethyl)-phthalimid N-Methylolphthalimide Oxymethyl phthalimide oxymethylphthalimide Phthalimide, N-(hydroxymethyl)- Phthalimidomethyl alcohol phthalimidomethylalcohol 4-(Hydroxymethyl)phthalimide, 97% 1H-Isoindole-1,3(2H)-dione, 2-(hydroxymethyl)- N-Hydroxymethylphthalimide, 97 % | [EINECS(EC#)]
204-241-4 | [Molecular Formula]
C9H7NO3 | [MDL Number]
MFCD00005899 | [Molecular Weight]
177.16 | [MOL File]
118-29-6.mol |
Questions And Answer(Q&A) | Back Directory | [Preparation]
To a flask equipped with a mechanical stirrer and condenser is added 511 gm (3.47 moles) of phthalimide, 260 ml of 40% formalin (3.47 moles), and 1750 ml of water. The mixture is refluxed for about 5-10 min or until a clear solution results (if any insoluble material remains, it is first filtered). Then the mixture is cooled for several hours. The resulting product is filtered with suction, washed with cold water, and air-dried to afford 594 gm (96%), m.p. 137-141°C.
NOTE: The product should not be oven-dried since it decomposes with the loss of formaldehyde. Recrystallization of the product from ethanol affords 94% recovery of the original material with the same melting point range.
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Safety Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust . S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [RTECS ]
TI5270000
| [TSCA ]
Yes | [HS Code ]
29251995 |
Hazard Information | Back Directory | [Chemical Properties]
white crystalline powder | [Uses]
N-(Hydroxymethyl)phthalimide is used as a reactant in the synthesis of 5-[(3-aralkyl amido/imidoalkyl)phenyl]-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazines as antiviral agents. | [Definition]
ChEBI: A primary alcohol comprising phthalimide carrying an N-hydroxymethyl substituent. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 77, p. 1913, 1955 DOI: 10.1021/ja01612a068 |
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