Cyclohexyl isocyanate → HCID 15295810, compound

HRID 865391Notes

Reaction equation

HRID 865391 reaction equation
[CH2:1]([C:4]1[N:8]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[S:22](=[O:25])(=[O:24])[NH2:23])=[CH:12][CH:11]=2)[C:7]2[CH:26]=[C:27]([C:31]3[N:35]([CH3:36])[C:34]4[CH:37]=[CH:38][CH:39]=[CH:40][C:33]=4[N:32]=3)[CH:28]=[C:29]([CH3:30])[C:6]=2[N:5]=1)[CH2:2][CH3:3].[CH:41]1([N:47]=[C:48]=[O:49])[CH2:46][CH2:45][CH2:44][CH2:43][CH2:42]1>N1C=CC=CC=1>[CH2:1]([C:4]1[N:8]([CH2:9][C:10]2[CH:11]=[CH:12][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[S:22]([NH:23][C:48]([NH:47][CH:41]3[CH2:46][CH2:45][CH2:44][CH2:43][CH2:42]3)=[O:49])(=[O:24])=[O:25])=[CH:14][CH:15]=2)[C:7]2[CH:26]=[C:27]([C:31]3[N:35]([CH3:36])[C:34]4[CH:37]=[CH:38][CH:39]=[CH:40][C:33]=4[N:32]=3)[CH:28]=[C:29]([CH3:30])[C:6]=2[N:5]=1)[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 18502Cyclohexyl isocyanateHCID 54064120HCID 54064120, compound

Product 1

HCID 15295810HCID 15295810, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

0.275 g of 4'-[(2-n-Propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl)-methyl]-2-sulphamoyl-biphenyl is refluxed for 20 hours in 2 ml of pyridine with 0.5 ml of cyclohexylisocyanate. The mixture is then evaporated down, the residue is suspended in acetone and the insoluble solid is filtered off. After the filtrate has been evaporated down the crude produce thus obtained is purified by column chromatography over silica gel (eluant: dichloromethane/ethanol=50:1).

Workup

  1. customThe mixture is then evaporated down
  2. filtrationthe insoluble solid is filtered off
  3. customAfter the filtrate has been evaporated down the crude
  4. customproduce thus
  5. customobtained
  6. customis purified by column chromatography over silica gel (eluant: dichloromethane/ethanol=50:1)

Sources & evidence

ORD record
ord-ddc365d3ee134982a82a2f8bd91ba514
Source dataset
uspto-grants-1996_10
Patent number
US05565469

Reaction notes

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