2-Methylpropylenediamine → HCID 22147743, compound
Reaction equation
[C:1]([C:3]1[CH:18]=[CH:17][C:6]([O:7][C:8]2[CH:16]=[CH:15][C:11]([C:12]([OH:14])=O)=[CH:10][CH:9]=2)=[CH:5][CH:4]=1)#[N:2].[NH2:19][CH2:20][C:21]([NH2:24])([CH3:23])[CH3:22]>C1COCC1>[NH2:24][C:21]([CH3:23])([CH3:22])[CH2:20][NH:19][C:12](=[O:14])[C:11]1[CH:10]=[CH:9][C:8]([O:7][C:6]2[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:18][CH:17]=2)=[CH:16][CH:15]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
4-(4′-Cyanophenoxy)benzoic acid (1.00 g, 4.2 mmol) was dissolved in THF (40 mL) followed by the addition of 1,1-carbonyldiimidazole (0.745 g, 4.6 mmol) in small portions. This mixture was stirred for 1 hour whereupon 1,2-diamino-2-methylpropane (0.48 mL, 4.6 mmol) was added and the resultant mixture stirred for 20 hours at RT. The mixture was then concentrated in vacuo and the residue chromatographed over silica (10% MeOH/CHCl3) to provide 0.50 g (38%) of the desired product. MS. (FD+) 310.2 m.p. 133–137° C.