3-(Chloroacetyl)benzonitrile → HCID 178509705, compound

HRID 2413142Notes

Reaction equation

HRID 2413142 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=1)[C:6](=O)[CH2:7]Cl)#[N:2].[C:13]([NH:16][C:17]([NH2:19])=[S:18])(=[NH:15])[NH2:14]>CCO>[NH:16]([C:17]1[S:18][CH:7]=[C:6]([C:5]2[CH:4]=[C:3]([CH:12]=[CH:11][CH:10]=2)[C:1]#[N:2])[N:19]=1)[C:13]([NH2:15])=[NH:14]

Participants

4

Reactant 2

HCID 201846373-(Chloroacetyl)benzonitrileHCID 178513045HCID 178513045, compound

Product 1

HCID 178509705HCID 178509705, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3-cyanophenacyl chloride (1.78 g.) and amidinothiourea (1.2 g.) in EtOH (40 ml.) was heated under reflux for 1 hour. The solid precipitate was filtered off, dissolved in hot water (100 ml.) and the solution basified with sodium bicarbonate. The precipitated solid was filtered off and dried to give 3-[2-guanidinothiazol-4-yl]benzonitrile which was used without further purification.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1 hour
  3. filtrationThe solid precipitate was filtered off
  4. dissolutiondissolved in hot water (100 ml.)
  5. filtrationThe precipitated solid was filtered off
  6. customdried

Sources & evidence

ORD record
ord-d46d44ae898242c29a11bc31bdd00e6b
Source dataset
uspto-grants-1985_01
Patent number
US04496564

Reaction notes

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