Hydrochloric Acid → [2-(2-Thienyl)ethylamino](2-chlorophenyl)acetamide hydrochloride

HRID 2215854Notes

Reaction equation

HRID 2215854 reaction equation
C(OC)(=[O:3])C.Cl.[S:7]1[CH:11]=[CH:10][CH:9]=[C:8]1[CH2:12][CH2:13][NH:14][CH:15]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[Cl:24])[C:16]#[N:17].CO>>[ClH:24].[S:7]1[CH:11]=[CH:10][CH:9]=[C:8]1[CH2:12][CH2:13][NH:14][CH:15]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[Cl:24])[C:16]([NH2:17])=[O:3]

Participants

5

Reactant 4

HCID 313Hydrochloric Acid2×HCID 887MethanolHCID 6584Methyl AcetateHCID 10858772[2-(2-Thienyl)ethylamino](2-chlorophenyl)acetonitrile

Product 1

HCID 21953219[2-(2-Thienyl)ethylamino](2-chlorophenyl)acetamide hydrochloride

Procedure

Into 1200 ml of methyl acetate 204 g (5.6 mol) of hydrogen chloride gas is introduced at 15–25° C., and to the solution are added 221.4 g (0.8 mol) of the [2-(2-thienyl)ethylamino](2-chorophenyl)acetonitrile, prepared as described in Example 1., and 48 ml (1.2 mol) of methanol. The mixture is stirred at 20–25° C. for 6 hours. In the course of the reaction first the hydrochloride of the starting “nitrile”, then gradually the hydrochloride of the resulting “acid amide” precipitates, in the form of white crystals. The crystals are collected by filtration, washed with methyl acetate and dried. Weight: 249 g (94%) mp.: 231–232° C.

Workup

  1. customprepared
  2. customgradually the hydrochloride of the resulting “acid amide” precipitates, in the form of white crystals
  3. filtrationThe crystals are collected by filtration
  4. washwashed with methyl acetate
  5. customdried

Sources & evidence

ORD record
ord-4c62f89713a84c91b5cac3a1826f9401
Source dataset
uspto-grants-2006_09
Patent number
US07109356B2

Reaction notes

Loading…