Ammonia → HCID 14791311, compound

HRID 1707834Notes

Reaction equation

HRID 1707834 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.[NH4+].[Na].[Cl-].[NH4+].N>>[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

6

Reactant 5

HCID 222AmmoniaHCID 223AmmoniumHCID 25517Ammonium ChlorideHCID 5360545Sodium2×HCID 22989092HCID 22989092, compound

Product 1

HCID 14791311HCID 14791311, compound

Procedure

Mix 1,6,14,19-tetra[(4-methylphenyl)sulfonyl]-1,6,14,19-tetraazanonadecane (3.9 g, 4 mmol) in dry liquid ammonium (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.

Workup

  1. customto evaporate spontaneously
  2. custompartition the residue between ethyl acetate and water
  3. customSeparate the organic phase
  4. dry with materialdry (MgSO4)
  5. customevaporate the solvent in vacuo
  6. customPurify by silica gel chromatography

Sources & evidence

ORD record
ord-71d4abaea3b443fbb07c7295f6a53092
Source dataset
uspto-grants-1994_10
Patent number
US05354782

Reaction notes

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