N-Methyliminodiacetic acid

N-Methyliminodiacetic acid is an organic compound with the formula CH3N(CH2CO2H)2. It is a white solid, which as its conjugate base CH3N(CH2CO2-)2 is used as a chelating agent for iron. It is a component of organoboron reagents as well.

Synthesis and reaction
It is prepared from imidodiacetic acid by N-methylation using the Eschweiler–Clarke reaction:

MIDA boronates are derivatives with the formula CH3N(CH2CO2)2BR, where R is a cross-coupling partner.

Related compounds

 * Imidodiacetic acid (IDA)
 * N-(2-Carboxyethyl)iminodiacetic acid
 * Nitrilotriacetic acid (NTA)
 * N-Hydroxyiminodiacetic acid (HIDA), HON(CH2CO2H)2 (registry number = 87339–38–6). See HIDA scan.