Acetamidine monohydrochloride → N-[[(3-Chloro-4-cyanophenyl)amino]carbonyl]ethanimidamide

HRID 1287394Notes

Reaction equation

HRID 1287394 reaction equation
[Na].Cl.[C:3]([NH2:6])(=[NH:5])[CH3:4].[Cl:7][C:8]1[CH:9]=[C:10]([N:16]=[C:17]=[O:18])[CH:11]=[CH:12][C:13]=1[C:14]#[N:15]>CC(C)=O>[Cl:7][C:8]1[CH:9]=[C:10]([NH:16][C:17]([NH:5][C:3](=[NH:6])[CH3:4])=[O:18])[CH:11]=[CH:12][C:13]=1[C:14]#[N:15]

Participants

5

Reactant 3

HCID 67170Acetamidine monohydrochlorideHCID 5360545SodiumHCID 19852150HCID 19852150, compound

Product 1

HCID 152746157N-[[(3-Chloro-4-cyanophenyl)amino]carbonyl]ethanimidamide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

Following a procedure similar to that described in Example 1 but using 2.06 g. sodium in 250 ml. dry acetone, 9.2 g. acetamidine hydrochloride and 16 g. 3-chloro-4-cyanophenyl isocyanate in 250 ml. dry acetone, there was obtained after filtration of the reaction mixture a solid which on washing with water and recrystallization from methyl alcohol gave 1-(3-chloro-4-cyanophenyl)3 -(acetimidoyl)urea; m.p.182°-183°C.

Workup

  1. filtrationafter filtration of the reaction mixture a solid which
  2. washon washing with water and recrystallization from methyl alcohol

Sources & evidence

ORD record
ord-faecb4f338be43b48d05f54cf25f4293
Source dataset
uspto-grants-1976_10
Patent number
US03984467

Reaction notes

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