2,4-Dichlorobenzoyl chloride → HCID 67624763, compound

HRID 1456270Notes

Reaction equation

HRID 1456270 reaction equation
[CH:1]1[C:11]2[CH2:10][C:9]3[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=3[CH2:7][NH:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.C([N:19](CC)[CH:20]([CH3:22])[CH3:21])(C)C.[Cl:25][C:26]1[CH:34]=[C:33]([Cl:35])[CH:32]=[CH:31][C:27]=1[C:28](Cl)=[O:29]>C(Cl)Cl>[CH:1]1[C:11]2[CH2:10][C:9]3[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=3[CH2:7][N:6]([C:28]([C:27]3[CH:31]=[CH:21][C:20]([NH:19][C:28](=[O:29])[C:27]4[CH:31]=[CH:32][C:33]([Cl:35])=[CH:34][C:26]=4[Cl:25])=[CH:22][C:26]=3[Cl:25])=[O:29])[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 666452,4-Dichlorobenzoyl chlorideHCID 679746,11-Dihydro-5H-dibenz[b,e]azepineHCID 81531Diisopropylethylamine

Product 1

HCID 67624763HCID 67624763, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 0.50 g of 5-2-chloro-4-amino-benzoyl)-6,11-dihydro-5H-dibenz[b,e]azepine, 0.28 g of N,N-diisopropylethylamine and 0.45 g of 2,4-dichlorobenzoyl chloride in 25 ml of methylene chloride is stirred at: room temperature for 18 hours. The reaction mixture is washed with water, saturated NaHCO3, dried (Na2SO4) and passed through a short pad of hydrous magnesium silicate. The filtrate is evaporated in vacuo to give the desired product as a solid residue, m.p., 150°-165° C.

Workup

  1. washThe reaction mixture is washed with water, saturated NaHCO3
  2. dry with materialdried (Na2SO4)
  3. customThe filtrate is evaporated in vacuo

Sources & evidence

ORD record
ord-62349b63edfa476b91599d394ab2fcdf
Source dataset
uspto-grants-1998_12
Patent number
US05843952

Reaction notes

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