Ammonia → HCID 19757876, compound

HRID 1587536Notes

Reaction equation

HRID 1587536 reaction equation
[C:1]1([CH2:7][N:8](S(C2C=CC(C)=CC=2)(=O)=O)[CH2:9][CH2:10][CH2:11][CH2:12][N:13]([C:52](=[O:59])[C:53]2[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=2)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][N:21]([C:44](=[O:51])[C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)[CH2:22][CH2:23][CH2:24][CH2:25][N:26]([CH2:37][C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)S(C2C=CC(C)=CC=2)(=O)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH4+].[Na].[Cl-].[NH4+].N>>[C:1]1([CH2:7][NH:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]([C:52](=[O:59])[C:53]2[CH:54]=[CH:55][CH:56]=[CH:57][CH:58]=2)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][N:21]([C:44](=[O:51])[C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)[CH2:22][CH2:23][CH2:24][CH2:25][NH:26][CH2:37][C:38]2[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 5

HCID 222AmmoniaHCID 223AmmoniumHCID 25517Ammonium ChlorideHCID 5360545Sodium2×HCID 19757890HCID 19757890, compound

Product 1

HCID 19757876HCID 19757876, compound

Procedure

Mix 1,19-bis[(phenyl)methyl]-1,19-bis[(4-methylphenyl)sulfonyl]-6,14-bis(benzoyl)-1,6,14,19-tetraazanonadecane (4g, 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 on 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 on vacuo
  6. customPurify by silica gel chromatography

Sources & evidence

ORD record
ord-1f64a670e3904d72a758ef8ed30482c0
Source dataset
uspto-grants-1993_06
Patent number
US05217964

Reaction notes

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