Water → N-(4-methoxy-2-methyl-thien-3-yl)-N-(2-ethoxyethyl)chloroacetamide

HRID 978923Notes

Reaction equation

HRID 978923 reaction equation
[CH2:1]([O:3][CH2:4][CH2:5][NH:6][C:7]1[C:11]([O:12][CH3:13])=[CH:10][S:9][C:8]=1[CH3:14])[CH3:2].C([O-])([O-])=O.[K+].[K+].O.[Cl:22][CH2:23][C:24](Cl)=[O:25]>C(Cl)Cl>[CH3:13][O:12][C:11]1[C:7]([N:6]([CH2:5][CH2:4][O:3][CH2:1][CH3:2])[C:24](=[O:25])[CH2:23][Cl:22])=[C:8]([CH3:14])[S:9][CH:10]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6577Chloroacetyl chlorideHCID 11430Potassium CarbonateHCID 20201091N-(2-Ethoxyethyl)-4-methoxy-2-methylthiophen-3-amine

Product 1

HCID 14072812N-(4-methoxy-2-methyl-thien-3-yl)-N-(2-ethoxyethyl)chloroacetamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a well stirred mixture of 6,05 g (0.03 mol) N-(2-ethoxyethyl)-4-methoxy-2-methyl-thiophene-3-amine, 4.15 g (0.03 mol) of K2CO3, 10 ml of water and 100 ml of CH2Cl2 is added dropwise without cooling the solution of 3.4 g (0.03 mol) of chloroacetyl chloride in 10 ml of CH2Cl2. After the exothermic reaction (27°) has subsided, stirring is continued for a further hour at ambient temperature.

Workup

  1. additionis added dropwise
  2. customAfter the exothermic reaction (27°)
  3. stirringstirring
  4. waitis continued for a further hour at ambient temperature

Sources & evidence

ORD record
ord-ad23bbdb9c1b42a38e09f7b8748acb60
Source dataset
uspto-grants-1987_05
Patent number
US04666502

Reaction notes

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