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

HRID 1384473Notes

Reaction equation

HRID 1384473 reaction equation
C(OC)(=O)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]#[N:17]

Participants

5

Reactant 4

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

Product 1

HCID 21953220[2-(2-Thienyl)ethylamino](2-chlorophenyl)acetonitrile hydrochloride

Conditions

Temperature
22.5 °C

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 221.4 g (0.8 mol) of the [2-(2-thienyl)ethylamino](2-chlorophenyl)acetonitrile of formula (I), prepared as described in Example 1, and 48 ml (1.2 mol) of methanol are added and the mixture is stirred at 20-25° C. for 6 hours. In the course of the reaction first the hydrochloride of the stating “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. additionare added
  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-9dd94fb2f2a3421d8164428822683325
Source dataset
uspto-grants-2001_07
Patent number
US06258961B1

Reaction notes

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