Sodium Hydroxide → HCID 18471605, compound

HRID 381219

Reaction equation

HRID 381219 reaction equation
[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7](Cl)=[O:8])=[CH:5][CH:4]=1)#[N:2].[Cl:12][C:13]1[CH:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=[C:15]([Cl:23])[C:14]=1[NH:24][NH2:25].[OH-].[Na+]>C(Cl)Cl>[Cl:12][C:13]1[CH:18]=[C:17]([C:19]([F:21])([F:20])[F:22])[CH:16]=[C:15]([Cl:23])[C:14]=1[NH:24][NH:25][C:7](=[O:8])[C:6]1[CH:10]=[CH:11][C:3]([C:1]#[N:2])=[CH:4][CH:5]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 801724-Cyanobenzoyl chlorideHCID 688223[2,6-Dichloro-4-(trifluoromethyl)phenyl]hydrazine

Product 1

HCID 18471605HCID 18471605, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

A solution of 14.2 g of 4-cyanobenzoyl chloride in 100 ml of methylene chloride is added dropwise with stirring at from 10 to 15° in the course of approximately 30 minutes to 20 g of 2,6-dichloro-4-trifluoromethylphenylhydrazine in 250 ml of dichloromethane, and the mixture is stirred for a further 16 hours. 36 ml of aqueous sodium hydroxide solution (10%) is then run in with vigorous stirring. 100 ml of methylene chloride are added, the organic phase is washed three times using in each case 100 ml of water and dried over sodium sulfate, and the solvent is removed on a rotary evaporator. After the residue has been recrystallized from toluene, the title product of melting point 185-186° is obtained (compound no. 1.6).

Workup

  1. washthe organic phase is washed three times
  2. dry with materialdried over sodium sulfate
  3. customthe solvent is removed on a rotary evaporator
  4. customAfter the residue has been recrystallized from toluene

Sources & evidence

ORD record
ord-f6a9b79096a94eb8af4cf78b3abf1bad
Source dataset
uspto-grants-2001_10
Patent number
US06306798B1

Linked notes

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