Water → HCID 68773584, compound

HRID 1628568Notes

Reaction equation

HRID 1628568 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-89450b04da4243218089a57db0862ae2
Source dataset
uspto-grants-2014_07
Patent number
US08785460B2

Reaction notes

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