3-Nitrophenyl isocyanate → HCID 9797937, compound

HRID 611768Notes

Reaction equation

HRID 611768 reaction equation
[OH:1][CH:2]([CH2:6][N:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)[CH2:3][O:4][NH2:5].[N+:13]([C:16]1[CH:17]=[C:18]([N:22]=[C:23]=[O:24])[CH:19]=[CH:20][CH:21]=1)([O-:15])=[O:14]>C(Cl)(Cl)Cl>[N+:13]([C:16]1[CH:17]=[C:18]([NH:22][C:23]([NH:5][O:4][CH2:3][CH:2]([OH:1])[CH2:6][N:7]2[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)=[O:24])[CH:19]=[CH:20][CH:21]=1)([O-:15])=[O:14]

Participants

4

Reactant 2

HCID 768353-Nitrophenyl isocyanateHCID 187662101-(Aminooxy)-3-(piperidin-1-yl)propan-2-ol

Product 1

HCID 9797937HCID 9797937, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

O-(2-hydroxy-3-piperidino-propyl)-hydroxylamine (1,74 g, 0,01 mol) was dissolved in 25 ml abs. chloroform and 1,64 g (0,01 mol) 3-nitrophenyl isocyanate in 20 ml abs. chloroform was added thereto while stirring. After 1 hour reaction the mixture was evaporated and purified by column chromatography. The oil thus obtained was crystallized from diethyl ether. Yield: 1,84 g (54%). Mp.: 137-139° C.

Workup

  1. customAfter 1 hour reaction the mixture
  2. customwas evaporated
  3. custompurified by column chromatography
  4. customThe oil thus obtained
  5. customwas crystallized from diethyl ether

Sources & evidence

ORD record
ord-d5d8c754dbd8454582f0546f74fc4cfe
Source dataset
uspto-grants-1999_12
Patent number
US06002002

Reaction notes

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