Potassium Hydroxide → N,N'-Nonamethylenebis(4-trifluoromethoxybenzamide)

HRID 436653Notes

Reaction equation

HRID 436653 reaction equation
[F:1][C:2]([F:14])([F:13])[O:3][C:4]1[CH:12]=[CH:11][C:7]([C:8](Cl)=[O:9])=[CH:6][CH:5]=1.[CH2:15]([NH2:25])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][NH2:24].[OH-:26].[K+]>C(Cl)CCl>[F:1][C:2]([F:14])([F:13])[O:3][C:4]1[CH:12]=[CH:11][C:7]([C:8]([NH:25][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][NH:24][C:8](=[O:9])[C:7]2[CH:11]=[CH:12][C:4]([O:26][C:2]([F:1])([F:13])[F:14])=[CH:5][CH:6]=2)=[O:9])=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 69534NonamethylenediamineHCID 1421104-(Trifluoromethoxy)benzoyl Chloride

Product 1

HCID 21452865N,N'-Nonamethylenebis(4-trifluoromethoxybenzamide)

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

m.p. 144°-145° C., 12.1 g., was prepared as in Example 1 using 24.6 of 4-trifluoromethoxybenzoyl chloride in 200 ml. ethylene dichloride, 7.9 g. of 1,9-nonanediamine, 60 ml. of 10% aqueous potassium hydroxide solution, 300 ml. of ethylene dichloride and recrystallization from acetonitrile.

Workup

  1. customof ethylene dichloride and recrystallization from acetonitrile

Sources & evidence

ORD record
ord-b050f254087d48e1acba345f61c99547
Source dataset
uspto-grants-1977_02
Patent number
US04009208

Reaction notes

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