Hydrochloric Acid → HCID 15434939, compound

HRID 1604319Notes

Reaction equation

HRID 1604319 reaction equation
[CH:1](=[N:8][N:9]([C:19]1[CH:24]=[C:23]([Cl:25])[C:22]([CH:26]([C:34]#[N:35])[C:27]2[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=2)=[C:21]([Cl:36])[CH:20]=1)[C:10]([NH:12]CC(OC)OC)=[O:11])[C:2]1C=CC=CC=1.Cl>C(#N)C>[Cl:33][C:30]1[CH:29]=[CH:28][C:27]([CH:26]([C:22]2[C:23]([Cl:25])=[CH:24][C:19]([N:9]3[C:10](=[O:11])[NH:12][CH2:2][CH:1]=[N:8]3)=[CH:20][C:21]=2[Cl:36])[C:34]#[N:35])=[CH:32][CH:31]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 543848701-Benzylidene-2-[4-(4-chloro-alpha-cyanobenzyl)-3,5-dichlorophenyl]-4-(2,2-dimethoxyethyl)semicarbazide

Product 1

HCID 15434939HCID 15434939, compoundYield 91.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In 30 ml of acetonitrile was suspended 3.5 g of 1-benzylidene-2-[4-(4-chloro-α-cyanobenzyl)-3,5-dichlorophenyl]-4-(2,2-dimethoxyethyl)semicarbazide produced in Working Example 2. To the suspension was added 0.7 g of 35% hydrochloric acid, and the reaction was allowed to proceed for one hour at room temperature. After completion of the reaction, the reaction mixture was cooled for 30 minutes at temperatures ranging from 0 to 10° C., then resulting crystalline precipitate was collected by filtration to afford 2.3 g of the titled compound as colorless crystals, m.p. 166-167° C.

Workup

  1. customproduced in Working Example 2
  2. customAfter completion of the reaction
  3. temperaturethe reaction mixture was cooled for 30 minutes at temperatures
  4. customranging from 0 to 10° C.
  5. filtrationresulting crystalline precipitate was collected by filtration

Sources & evidence

ORD record
ord-773eace241964894b0a17edec7eb2083
Source dataset
uspto-grants-1999_11
Patent number
US05994355

Reaction notes

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