Serinol → HCID 21844895, compound

HRID 618938Notes

Reaction equation

HRID 618938 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([NH:14][C:15]([NH:17][C:18]2[CH:23]=[C:22]([C:24](OC)=[O:25])[CH:21]=[C:20]([N+:28]([O-:30])=[O:29])[CH:19]=2)=[O:16])[CH:7]=[C:8]([C:10](OC)=[O:11])[CH:9]=1)([O-:3])=[O:2].[NH2:31][CH:32]([CH2:35][OH:36])[CH2:33][OH:34]>>[N+:28]([C:20]1[CH:19]=[C:18]([NH:17][C:15]([NH:14][C:6]2[CH:7]=[C:8]([C:10]([NH:31][CH:32]([CH2:35][OH:36])[CH2:33][OH:34])=[O:11])[CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)=[O:16])[CH:23]=[C:22]([C:24]([NH:31][CH:32]([CH2:35][OH:36])[CH2:33][OH:34])=[O:25])[CH:21]=1)([O-:30])=[O:29]

Participants

3

Reactant 2

HCID 68294SerinolHCID 21844905HCID 21844905, compound

Product 1

HCID 21844895HCID 21844895, compoundYield 95%

Procedure

The reaction was performed analogous to the synthesis described above for Example 10c starting from N,N'-bis(3-nitro-5-methoxycarbonylphenyl)urea (12.0 g, 28.7 mmol) and serinol (6.83 g, 75 mmol). The crude reaction product was purified by trituration with acetonitrile (2×50 ml), with water (200 ml) and with acetonitrile (3×50 ml) to give 95% pure product. Yield: 12.0 g (78%).

Workup

  1. customThe crude reaction product
  2. customwas purified by trituration with acetonitrile (2×50 ml), with water (200 ml) and with acetonitrile (3×50 ml)

Sources & evidence

ORD record
ord-15cabd2b0de34a2ea997f7800cbb7e78
Source dataset
uspto-grants-1999_09
Patent number
US05958375

Reaction notes

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