HCID 10846087, compound → HCID 85199613, compound

HRID 1463766Notes

Reaction equation

HRID 1463766 reaction equation
[N+:1]([C:4]1[CH:15]=[CH:14][C:7]([CH2:8][CH:9]([CH2:12][NH2:13])[CH2:10][NH2:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl[C:17]([CH3:23])([CH:19]([N:21]=[O:22])[CH3:20])[CH3:18]>CO>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:8][CH:9]([CH2:10][NH:11][C:17]([CH3:23])([CH3:18])[C:19](=[N:21][OH:22])[CH3:20])[CH2:12][NH:13][C:17]([CH3:23])([CH3:18])[C:19](=[N:21][OH:22])[CH3:20])=[CH:14][CH:15]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 10846087HCID 10846087, compoundHCID 108663862-Chloro-2-methyl-3-nitrosobutane

Product 1

HCID 85199613HCID 85199613, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

3.9 g of diamine [10] was dissolved in 90 ml methanol and cooled to 0° C., after which 6.5 g of 2-chloro-2-methyl-3-nitrosobutane were added with agitation. After heating to room temperature the mixture was agitated for two hours, boiled with reflux for a further two hours, the solvent was removed and the remaining solid was dissolved in water. The mixture was neutralised with sodium hydrogen carbonate and concentrated and the remaining precipitate was re-crystallised from ethanol.

Workup

  1. temperatureAfter heating to room temperature the mixture
  2. temperaturewith reflux for a further two hours
  3. customthe solvent was removed
  4. dissolutionthe remaining solid was dissolved in water
  5. concentrationconcentrated
  6. customthe remaining precipitate was re-crystallised from ethanol

Sources & evidence

ORD record
ord-9261e484ffba4e6bbe35ffe3c1af2543
Source dataset
uspto-grants-1994_04
Patent number
US05302370

Reaction notes

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