Water → HCID 68773584, compound

HRID 1398925Notes

Reaction equation

HRID 1398925 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][C:12]([O:14][CH2:15]C)=[O:13].Cl.[Cl:18][C:19]1[CH:24]=[C:23]([Cl:25])[CH:22]=[CH:21][C:20]=1[CH:26]([OH:31])[C:27](=N)OC.O>C(O)C>[NH2:8][C:4]1[C:3]2[N:9]([CH2:10][CH2:11][C:12]([O:14][CH3:15])=[O:13])[C:27]([CH:26]([C:20]3[CH:21]=[CH:22][C:23]([Cl:25])=[CH:24][C:19]=3[Cl:18])[OH:31])=[N:1][C:2]=2[CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 962WaterHCID 68736952HCID 68736952, compoundHCID 68737549HCID 68737549, compound

Product 1

HCID 68773584HCID 68773584, compoundYield 90.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred solution of ethyl N-(2,6-diaminophenyl)-beta-alaninate (4.11 g, 18.4 mmol) in ethanol (36.8 mL) was added methyl 2-(2,4-dichlorophenyl)-2-hydroxyethanimidoate hydrochloride (5.59 g, 20.7 mmol) at room temperature. After 12 h, the reaction mixture was poured into water (120 mL). The resulting solid was collected by filtration and washed with ethyl acetate to afford the desired product as colorless solid (6.77 g, 16.6 mmol, 90%).

Workup

  1. filtrationThe resulting solid was collected by filtration
  2. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-963231a023bc494f91e4ab01a8c88520
Source dataset
uspto-grants-2014_12
Patent number
US08901141B2

Reaction notes

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