Chloroacetamide → HCID 57960253, compound

HRID 531460Notes

Reaction equation

HRID 531460 reaction equation
Cl.[Br:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[C:5]([N+:15]([O-:17])=[O:16])[CH:4]=1.Cl[CH2:19][C:20]([NH2:22])=[O:21].C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1.C(O)C>[Br:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:10][CH2:11][N:12]([CH2:19][C:20]([NH2:22])=[O:21])[CH2:13][CH2:14]2)=[C:5]([N+:15]([O-:17])=[O:16])[CH:4]=1

Participants

5

Reactant 3

HCID 6580ChloroacetamideHCID 10340Sodium CarbonateHCID 90023150HCID 90023150, compound

Product 1

HCID 57960253HCID 57960253, compoundYield 40.3%

Reagents, catalysts & solvents 1

HCID 21863594Toluene ethanolSolvent

Procedure

Using the same reaction conditions as described in step-i of example-82A, 1-(4-bromo-2-nitrophenyl)piperazine hydrochloride (1.2 g 3.69 mmol) was alkylated using 2-chloroacetamide (517 mg, 5.53 mmol) and sodium carbonate (930 mg, 11.07 mmol) in toluene/ethanol (15/15 mL) to get 510 mg (40.3% yield) of the titled compound. MS: m/z=343.0 (M+1).

Workup

  1. customthe same reaction conditions

Sources & evidence

ORD record
ord-838bc4e6312b4f159ed1d999a846e274
Source dataset
uspto-grants-2016_05
Patent number
US09353107B2

Reaction notes

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