Nitromethane → HCID 59536845, compound

HRID 709132Notes

Reaction equation

HRID 709132 reaction equation
C(N(CC)C(C)C)(C)C.[N+:10]([CH3:13])([O-:12])=[O:11].[Cl:14][C:15]1[C:20]([Cl:21])=[CH:19][CH:18]=[CH:17][C:16]=1/[CH:22]=[N:23]/[C:24](=[O:30])[O:25][C:26]([CH3:29])([CH3:28])[CH3:27]>>[Cl:14][C:15]1[C:20]([Cl:21])=[CH:19][CH:18]=[CH:17][C:16]=1[CH:22]([NH:23][C:24](=[O:30])[O:25][C:26]([CH3:28])([CH3:27])[CH3:29])[CH2:13][N+:10]([O-:12])=[O:11]

Participants

4

Reactant 3

HCID 6375NitromethaneHCID 81531DiisopropylethylamineHCID 59536717HCID 59536717, compound

Product 1

HCID 59536845HCID 59536845, compound

Procedure

263 μl (1.51 mmol) of N,N-diisopropylethylamine were added to 10.1 ml (186 mmol) of nitromethane, and the yellow solution was stirred at RT for 1 h. 1.38 g (5.03 mmol) of the compound of Example 22A were then added, and the mixture was stirred at RT overnight. All volatile components were removed on a rotary evaporator. The residue was purified by preparative HPLC [Method 12]. This gave 865 mg (51% of theory) of the title compound.

Workup

  1. stirringthe mixture was stirred at RT overnight
  2. customAll volatile components were removed on a rotary evaporator
  3. customThe residue was purified by preparative HPLC [Method 12]

Sources & evidence

ORD record
ord-54d8e4e4f8f24e6da1ab824b37d3b786
Source dataset
uspto-grants-2015_11
Patent number
US09180120B2

Reaction notes

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