Hydrogen Bromide → Methyl [2-(2-thienyl)ethylamino](2-chlorophenyl)acetate hydrobromide

HRID 323890Notes

Reaction equation

HRID 323890 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][NH:8][CH:9]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[Cl:20])[C:10]([O:12][CH3:13])=[O:11].[BrH:21]>C(OC(C)C)(=O)C>[BrH:21].[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][NH:8][CH:9]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[Cl:20])[C:10]([O:12][CH3:13])=[O:11]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 10223136Methyl [2-(2-thienyl)ethylamino](2-chlorophenyl)acetate

Product 1

HCID 86756346Methyl [2-(2-thienyl)ethylamino](2-chlorophenyl)acetate hydrobromide

Reagents, catalysts & solvents 1

HCID 7915Isopropyl AcetateSolvent

Procedure

The procedure as described in Example 9 is followed, the resulting methyl [2-(2-thienyl)ethylamino](2-chlorophenyl)acetate is dissolved in 50 ml of isopropyl acetate, to the solution 8 ml of 62% aqueous hydrogen bromide solution is added and the mixture is stirred at room temperature for 1 hour. During this time the product crystallizes. The crystals are collected, washed with 2×10 ml isopropyl acetate and dried. Weight: 32.5 g (83%) mp.: 164-165° C. The product was identified by elementary analysis, IR spectrum and 1H-NMR investigation.

Workup

  1. additionis added
  2. customDuring this time the product crystallizes
  3. customThe crystals are collected
  4. washwashed with 2×10 ml isopropyl acetate
  5. customdried

Sources & evidence

ORD record
ord-752546fc9b8d43f4a5932dd39ade11bd
Source dataset
uspto-grants-2001_04
Patent number
US06215005B1

Reaction notes

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