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Home > Encyclopedia > 4-AMINO-N-METHYLPHTHALIMIDE

4-AMINO-N-METHYLPHTHALIMIDE

4-AMINO-N-METHYLPHTHALIMIDE structure

4-AMINO-N-METHYLPHTHALIMIDE 

structure
  • CAS No:

    2307-00-8

  • Formula:

    C9H8N2O2

  • Chemical Name:

    4-AMINO-N-METHYLPHTHALIMIDE

  • Synonyms:

    AKOSBBS-00002874;IFLAB-BBF1386-0358;4-AMINO-N-METHYLPHTH;N-Amino-4-nitrophthalimide;4-AMINO-N-METHYLPHTHALIMIDE;N-METHYL-4-AMINO-PHTHALIMIDE;4-AMINO-N-METHYLPHTHALIMIDINE;4-Amino-N-methylphthalimide97%;5-AMINO-2-METHYL-ISOINDOLE-1,3-DIONE;5-AMINO-2-METHYL-1H-ISOINDOLE-1,3(2H)-DIONE

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

4-AMINO-N-METHYLPHTHALIMIDE Basic Attributes

176.17

176.058578

DTXSID20352452

2925190090

Characteristics

63.4

0.7

1.4±0.1 g/cm3

246-248 °C(lit.)

368.3°C at 760 mmHg

176.6±23.2 °C

1.669

Safety Information

NONH for all modes of transport

3

36/37/38

26-37/39

Xi

P261-P305 + P351 + P338

H315-H319-H335

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

4-AMINO-N-METHYLPHTHALIMIDE Use and Manufacturing

Potassiumhydroxide (0.35 g, 6.17 mmol) was added to a solution of 4-aminophthalimide 10 (1.00 g, 6.17 mmol) in dimethylformamide(30 mL) and the mixture was stirred at ambient temperature for 2 h. Iodomethane (0.88 g, 6.17 mmol) wasadded and it was stirred for another 18 h at the same temperature. Water (50 mL) and ethyl acetate (50 mL)was added and the resulting phases were separated. The organic phase was washed with brine, driedover sodium sulfate and concentrated in vacuum. Purification by chromatography on silica gel (Gradient:0–100percent ethyl acetate in cyclohexane) afforded the title compound 11a as a yellow solid (1.00 g, 92percent yield):1H-NMR (DMSO-d6): δ = 7.46 (d, J = 8.24 Hz, 1H), 6.90 (d, J = 2.00 Hz, 1H), 6.77 (dd, J = 8.24 Hz, 2.00 Hz, 1H), 6.42 (br. s, 2H), 2.94 (s, 3H) ppm. 13C-NMR (DMSO-d6): δ = 168.87, 168.57, 155.27, 135.10, 125.17, 117.33, 116.84, 107.42, 23.83 ppm. MS (m/z): 177 [M+ H]+.

Computed Properties

Molecular Weight:176.17
XLogP3:0.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:176.058577502
Monoisotopic Mass:176.058577502
Topological Polar Surface Area:63.4
Heavy Atom Count:13
Complexity:264
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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