Bromoacetyl bromide → 2-Bromo-n-[3-chloro-4-(2-diethylamino-ethoxy)-phenyl]-acetamide-hydrobromide

HRID 898516Notes

Reaction equation

HRID 898516 reaction equation
[Br:1][CH2:2][C:3](Br)=[O:4].[Cl:6][C:7]1[CH:8]=[C:9]([NH2:21])[CH:10]=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][N:16]([CH2:19][CH3:20])[CH2:17][CH3:18]>ClCCl>[BrH:1].[Br:1][CH2:2][C:3]([NH:21][C:9]1[CH:10]=[CH:11][C:12]([O:13][CH2:14][CH2:15][N:16]([CH2:19][CH3:20])[CH2:17][CH3:18])=[C:7]([Cl:6])[CH:8]=1)=[O:4]

Participants

4

Reactant 2

HCID 61147Bromoacetyl bromideHCID 167916763-Chloro-4-(2-diethylaminoethoxy)phenylamine

Product 1

HCID 688779532-Bromo-n-[3-chloro-4-(2-diethylamino-ethoxy)-phenyl]-acetamide-hydrobromide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 1.86 mL (21.00 mmol) of bromoacetylbromide in 10 mL of dichloromethane was added dropwise to a solution of 5.00 g (21.00 mmol) of 3-chloro-4-(2-diethylamino-ethoxy)-phenylamine. in 100 mL of dichloromethane at 0° C. and the mixture was stirred for 20 minutes at 0° C. The precipitate formed was filtered off, washed with dichloromethane and MTBE and dried i. vac. at 40° C.

Workup

  1. customThe precipitate formed
  2. filtrationwas filtered off
  3. washwashed with dichloromethane and MTBE
  4. customdried i
  5. customat 40° C.

Sources & evidence

ORD record
ord-5eead3808d414a49ae742f6e0fb31327
Source dataset
uspto-grants-2008_04
Patent number
US07351719B2

Reaction notes

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