Acetic Acid → HCID 178476431, compound

HRID 842018Notes

Reaction equation

HRID 842018 reaction equation
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([CH3:7])[C:3]=1[C:8]1[C:13]([Cl:14])=[CH:12][C:11]([O:15][CH2:16][CH3:17])=[CH:10][C:9]=1[Cl:18].C(O[C:22](=[NH:24])[CH3:23])C.[C:25]([OH:28])(=[O:27])[CH3:26]>C(#N)C>[C:25]([OH:28])(=[O:27])[CH3:26].[NH:24]=[CH:22][CH2:23][NH:1][C:2]1[NH:6][N:5]=[C:4]([CH3:7])[C:3]=1[C:8]1[C:13]([Cl:14])=[CH:12][C:11]([O:15][CH2:16][CH3:17])=[CH:10][C:9]=1[Cl:18]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 65066Ethyl acetimidateHCID 178466677HCID 178466677, compound

Product 1

HCID 178476431HCID 178476431, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 5-amino-4-(4-ethoxy-2,6-dichlorophenyl)-3-methylpyrazole (4.8 g) (prepared from 4-ethoxy-2,6-dichloro benzaldehyde according to Example 1 C-F) in acetonitrile (50 mL) add ethylacetimidate (free base, 2.3 mL) followed by acetic acid (0.96 mL). Collect the precipitate that formed upon stirring overnight by filtration. Wash the solid with dry ether and dry to afford 5.02 g of (iminoethyl)[4-(4-ethoxy-2,6-dichlorophenyl)-3-methylpyrazol−5-yl]amine acetate salt as a white powder.

Workup

  1. customCollect the precipitate
  2. customthat formed
  3. washWash the solid with dry ether
  4. customdry

Sources & evidence

ORD record
ord-24e8d795a6ef4302b72548da95d596e8
Source dataset
uspto-grants-2002_04
Patent number
US06372743B1

Reaction notes

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