4-Chlorobenzoyl chloride → HCID 20248345, compound

HRID 1589197Notes

Reaction equation

HRID 1589197 reaction equation
[N:1]1([CH2:6][CH2:7][C:8]#[C:9][NH2:10])[CH:5]=[CH:4][N:3]=[CH:2]1.[OH-].[Na+].[Cl:13][C:14]1[CH:22]=[CH:21][C:17]([C:18](Cl)=[O:19])=[CH:16][CH:15]=1>C(Cl)Cl>[Cl:13][C:14]1[CH:22]=[CH:21][C:17]([C:18]([NH:10][CH2:9][C:8]#[C:7][CH2:6][N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)=[O:19])=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 85014-Chlorobenzoyl chlorideHCID 14798Sodium Hydroxide2×HCID 20248342HCID 20248342, compound

Product 1

HCID 20248345HCID 20248345, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 2.68 g. of 4-(1H-imidazol-1-yl)-butynamine, 20 ml. of 1N sodium hydroxide and 75 ml. of methylene chloride was stirred and 2.6 ml. of 4-chlorobenzoyl chloride was added. The mixture was stirred for 18 hours, 5 ml. of 1N sodium hydroxide was added and the layers were separated. The organic layer was washed with water, dried over magnesium sulfate and concentrated to obtain the desired compound.

Workup

  1. additionA mixture of 2.68 g
  2. customthe layers were separated
  3. washThe organic layer was washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-f77d9d08ca584e0dae6a2346d7404506
Source dataset
uspto-grants-1986_02
Patent number
US04568687

Reaction notes

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