Ammonia → 2-(2,3-Dichlorophenoxy)acetamidine hydrochloride

HRID 326834Notes

Reaction equation

HRID 326834 reaction equation
Cl.[Cl:2][C:3]1[C:15]([Cl:16])=[CH:14][CH:13]=[CH:12][C:4]=1[O:5][CH2:6][C:7](=[NH:11])OCC.[NH3:17]>C(O)C>[ClH:2].[Cl:2][C:3]1[C:15]([Cl:16])=[CH:14][CH:13]=[CH:12][C:4]=1[O:5][CH2:6][C:7]([NH2:11])=[NH:17]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 19736212Ethyl 2-(2,3-dichlorophenoxy)acetimidate hydrochloride

Product 1

HCID 197362082-(2,3-Dichlorophenoxy)acetamidine hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

11.8 g (0.041 mole) of ethyl 2-(2,3-dichlorophenoxy)acetimidate hydrochloride are added rapidly to a solution, cooled to 10° C., of 3.5 g (0.21 mole) of ammonia in 100 ml of absolute ethanol. The reaction mixture is left for 3 days at room temperature. After removal of a few suspended particles by filtration, the reaction mixture is concentrated to dryness under reduced pressure. The solid residue obtained is purified by washing with ether and recrystallization from isopropanol. Yld: 8.0 g (75%), m.p. 204.5°-206.5° C.

Workup

  1. customAfter removal of
  2. filtrationby filtration
  3. concentrationthe reaction mixture is concentrated to dryness under reduced pressure
  4. customThe solid residue obtained
  5. customis purified
  6. washby washing with ether and recrystallization from isopropanol

Sources & evidence

ORD record
ord-36c2428da5f544928735c639c6d2e630
Source dataset
uspto-grants-1993_12
Patent number
US05270465

Reaction notes

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