HCID 68736952, compound → HCID 86632926, compound

HRID 1628586Notes

Reaction equation

HRID 1628586 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([NH2:8])[C:3]=1[NH:9][CH2:10][CH2:11][CH2:12][NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17].Cl.[Cl:22][C:23]1[CH:28]=[C:27]([Cl:29])[CH:26]=[CH:25][C:24]=1[CH:30]([OH:35])[C:31](=N)OC>C(O)C.O>[NH2:1][C:2]1[C:3]2[N:9]([CH2:10][CH2:11][CH2:12][NH:13][C:14](=[O:20])[O:15][C:16]([CH3:17])([CH3:19])[CH3:18])[C:31]([CH:30]([C:24]3[CH:25]=[CH:26][C:27]([Cl:29])=[CH:28][C:23]=3[Cl:22])[OH:35])=[N:8][C:4]=2[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 68736952HCID 68736952, compoundHCID 86632925HCID 86632925, compound

Product 1

HCID 86632926HCID 86632926, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a stirred solution of tert-butyl {3-[(2,6-diaminophenyl)amino]propyl}carbamate (5.47 g, 19.5 mmol) in ethanol (39 mL) was added methyl 2-(2,4-dichlorophenyl)-2-hydroxyethanimidoate hydrochloride (5.80 g, 19.5 mmol) at room temperature. After 14 h, the reaction mixture was diluted with water. The resultant precipitate was collected by filtration and washed with water and ethyl acetate to give the title compound as a colorless solid (7.67 g, 16.5 mmol, 85%).

Workup

  1. filtrationThe resultant precipitate was collected by filtration
  2. washwashed with water and ethyl acetate

Sources & evidence

ORD record
ord-2245613ce7834e4188e4927884331731
Source dataset
uspto-grants-2014_07
Patent number
US08785460B2

Reaction notes

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