3-Chloro-5-acetyliminodibenzyl

CAS No.

25961-11-9

Synonyms

5-Acetyl-3-chloro-10,11-dihydrodibenzo[b,f]azepine

Molecular formula

C16H14ClNO

Molecular weight

271.74 g/mol

Grade

Reagent grade

Packaging

Sealed PE bag / Fiber drum with PE liner

Chemical Product Description & Applications

3-Chloro-5-acetyliminodibenzyl is an N-acetylated dibenzazepine intermediate carrying an aromatic chlorine substituent. It supplies a preassembled tricyclic framework for further synthesis and an aryl-halide position for carbon–carbon bond construction. The acetyl group masks the ring nitrogen, allowing the aromatic substitution pattern to be manipulated separately from later nitrogen functionalization.

This isolated intermediate is a synthetic building block, not an active anticonvulsant or antidepressant. Its usefulness comes from the combination of a protected nitrogen and a halogenated aromatic ring within the dibenzazepine skeleton. Coupling and deprotection sequences can therefore address different parts of the molecule, supporting preparation of substituted tricyclic derivatives without rebuilding the central ring system.

Typical Applications

  • Aryl-substituted dibenzazepine synthesis: Used as a halogenated tricyclic substrate in coupling-route development, including reported Negishi chemistry, to replace the aryl chlorine with a carbon-containing substituent.
  • Ring-nitrogen derivatization: Used in sequences that remove the N-acetyl group and subsequently functionalize the dibenzazepine nitrogen. The starting material preserves the aromatic chlorine pattern for the intended downstream intermediate.

Specifications

Parameter Specification Test Method
Appearance Solid; color consistent with the reference sample Visual inspection
Identification Consistent with authenticated reference FTIR fingerprint comparison
Chromatographic purity ≥98.0 area% HPLC with suitable UV or CAD detection
Total organic impurities ≤2.0 area% HPLC, area normalization
Largest individual impurity ≤1.0 area% HPLC, area normalization
Water ≤1.0% w/w Karl Fischer titration

Specifications describe the standard grade. Tolerance, test method and documentation package are confirmed per order.

Documents & Handling

Packaging

Sealed PE bag / Fiber drum with PE liner

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TDS

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SDS

Safety Data Sheet

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