4-Bromo-N1-methylbenzene-1,2-diamine

Name: 4-Bromo-N1-methylbenzene-1,2-diamine
Brand: ChemScene
Availability: InStock
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CAS No. 69038-76-2
Cat. No. CS-0151040
Purity≥97%
MDL No.MFCD10693151

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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4-Bromo-N1-methylbenzene-1,2-diamine|CS-0151040

Structure of 69038-76-2

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General Information

CAS No. 69038-76-2
Cat. No. CS-0151040
Purity ≥97%
MDL No. MFCD10693151
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₉BrN₂
Molecular Weight 201.07
Synonym(s) 2-N-methylamino-5-bromoaniline
SMILES CNC1=C(C=C(C=C1)Br)N

Description

4-Bromo-N1-methylbenzene-1,2-diamine features a brominated aromatic core paired with a methylated diamine moiety, enabling direct incorporation into transition metal-catalyzed coupling cascades. The para-bromo group facilitates palladium-mediated cross-coupling, while the N1-methyl substitution enhances solubility and reduces undesired coordination in catalytic systems. This compound serves as a key building block for functionalized heterocycles and advanced ligand architectures.

Application

4-Bromo-N1-methylbenzene-1,2-diamine serves as a versatile building block in medicinal chemistry and materials synthesis. The ortho-diamine motif enables efficient cyclization reactions, while the bromo and methylamino groups offer distinct sites for further functionalization via cross-coupling or electrophilic substitution. Bench-stable and readily purified by recrystallization, it functions effectively in Pd-catalyzed coupling protocols and heterocycle construction.

Synthesis

Route1
- In-stock
  
  53484-26-7
- ~98%
- In-stock
  
  69038-76-2
References
- BIOENERGENIX; MCCALL, John M.; ROMERO, Donna L.; KELLY, Robert C. Patent: WO2012/119046 A2, 2012 ; Location in patent: Page/Page column 207 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 38.05
LogP 2.073
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-N1-methylbenzene-1,2-diamine

CAS No. 69038-76-2

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