Water → HCID 178427642, compound

HRID 1288241Notes

Reaction equation

HRID 1288241 reaction equation
I.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10](=[NH:13])SC)=[CH:5][CH:4]=1.[C:14]1([CH3:24])[CH:19]=[CH:18][C:17]([S:20]([O-:23])(=[O:22])=[O:21])=[CH:16][CH:15]=1.[Na+].[OH2:26]>CCOCC>[C:14]1([CH3:24])[CH:15]=[CH:16][C:17]([S:20]([OH:23])(=[O:21])=[O:22])=[CH:18][CH:19]=1.[CH3:24][C:14]1[CH:19]=[C:18]([CH:17]=[CH:16][CH:15]=1)[O:26][CH:9]([CH3:6])[CH2:10][NH:13][C:10](=[NH:13])[CH2:9][C:6]1[CH:7]=[CH:8][C:3]([Cl:2])=[CH:4][CH:5]=1

Participants

5

Reactant 3

HCID 962WaterHCID 3720192Sodium 4-methylbenzenesulfonateHCID 21504220HCID 21504220, compound

Product 1

HCID 178427642HCID 178427642, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The reaction between methyl 4-chlorophenyl(thioacetimidate)hydriodide (3.7 g.) and 2-3'-methylphenoxypropylamine (1.7 g.) was carried out as in Example 78, except that the reaction solution was diluted, not with ether, but with 2N-aqueous sodium p-toluenesulphonate (5.5 ml.) followed by water. The resulting crystalline product was recrystallised from a mixture of ethanol and ether, and then from a mixture of acetone and water, to give N-(2-3'-methylphenoxypropyl)-4-chlorophenylacetamidine p-toluenesulphonate, m.p. 145°-147°, undepressed on admixture with the product of Example 29.

Workup

  1. customThe resulting crystalline product was recrystallised from a mixture of ethanol and ether
  2. additionfrom a mixture of acetone and water

Sources & evidence

ORD record
ord-a5ff1abd1dde48f4950cccc06ddae157
Source dataset
uspto-grants-1976_10
Patent number
US03987158

Reaction notes

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