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

HRID 436655
Notes
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Reaction equation

HRID 436655 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]([NH2:28])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][NH2:27].[OH-:29].[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:28][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][NH:27][C:8](=[O:9])[C:7]2[CH:11]=[CH:12][C:4]([O:29][C:2]([F:1])([F:13])[F:14])=[CH:5][CH:6]=2)=[O:9])=[CH:6][CH:5]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 177271,12-DodecanediamineHCID 1421104-(Trifluoromethoxy)benzoyl Chloride

Product 1

HCID 21452860N,N'-Dodecamethylenebis(4-trifluoromethoxybenzamide)

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

m.p. 158°-159° C., 11.3 g., was prepared as in Example 1 using 24.8 g. of 4-trifluoromethoxybenzoyl chloride in 150 ml. of ethylene dichloride, 10.0 g. of 1,12-dodecanediamine, 60 ml. of 10% aqueous potassium hydroxide solution, 350 ml. of ethylene dichloride and recrystallization twice from ethanol and once from isopropyl alcohol.

Workup

  1. custom, was prepared as in Example 1 using 24.8 g
  2. customof ethylene dichloride and recrystallization twice from ethanol

Sources & evidence

ORD record
ord-dcc3d143b4c94612acec4c4e25b57104
Source dataset
uspto-grants-1977_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04009208

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes