Acetone → HCID 178514134, compound

HRID 745672Notes

Reaction equation

HRID 745672 reaction equation
[NH2:1][C:2]1[CH:8]=[C:7]([S:9][C:10]#[N:11])[CH:6]=[CH:5][C:3]=1[NH2:4].CC(C)=O.[C:16](Br)#[N:17].[OH-].[Na+]>C(O)C>[NH2:17][C:16]1[NH:4][C:3]2[CH:5]=[CH:6][C:7]([S:9][C:10]#[N:11])=[CH:8][C:2]=2[N:1]=1

Participants

6

Reactant 4

HCID 180AcetoneHCID 10476Cyanogen BromideHCID 14798Sodium HydroxideHCID 132100373,4-Diaminophenyl thiocyanate

Product 1

HCID 178514134HCID 178514134, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

8.25 g. of 2-amino-4-thiocyanato-aniline are dissolved in 60 ml. of acetone, whereupon a solution of 6.1 g. of bromo cyane and 20 ml. of ethanol is added dropwise. The reaction mixture is allowed to stand overnight, whereupon it is evaporated to dryness. The residue is taken up in water and the pH of the solution formed is adjusted to 8 by adding a 2N sodium hydroxide solution. The precipitated crystals are filtered off, washed with water and dried. Thus 8.3 g. of 2-amino-5-thiocyanato-1H-benzimidazole are obtained. M.p.: 204°-205° C. (decomposition).

Workup

  1. customis evaporated to dryness
  2. customthe pH of the solution formed
  3. filtrationThe precipitated crystals are filtered off
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-ce67ba48cba94265ace397e8aff65353
Source dataset
uspto-grants-1986_07
Patent number
US04599428

Reaction notes

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