Ammonia → HCID 14791311, compound

HRID 1587538Notes

Reaction equation

HRID 1587538 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

Reactant 4

HCID 222Ammonia2×HCID 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 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.

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-02a4ea4cfd37419fbf0c840d2de1e13f
Source dataset
uspto-grants-1993_06
Patent number
US05217964

Reaction notes

Loading…