Ammonia → HCID 14791311, compound
Reaction equation
CC1C=CC(S([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][N:16](S(C2C=CC(C)=CC=2)(=O)=O)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][N:24](S(C2C=CC(C)=CC=2)(=O)=O)[CH2:25][CH2:26][CH2:27][CH2:28][NH:29]S(C2C=CC(C)=CC=2)(=O)=O)(=O)=O)=CC=1.N.[Na].[Cl-].[NH4+]>>[NH2:29][CH2:28][CH2:27][CH2:26][CH2:25][NH:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][NH:16][CH2:15][CH2:14][CH2:13][CH2:12][NH2:11]Participants
5
Procedure
Mix 1,6,14,19-tetra[(4-methylphenyl)sulfonyl]-1,6,14,19-tetraazanonadecane (3.9 g, 4 mmol) in dry liquid ammonia (25 mL) at -40° C. Add small pieces of sodium until a permanent blue color remains. Discharge the excess sodium with saturated ammonium chloride. Allow the ammonia to evaporate spontaneously and partition the residue between ethyl acetate and water. Separate the organic phase, dry (MgSO4) and evaporate the solvent in vacuo. Purify by silica gel chromatography to give the title compound.