Acetone → HCID 178514134, compound

HRID 2418787Notes

Reaction equation

HRID 2418787 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-40c3d80eb1df41adbd1c4c7a4c8d94a0
Source dataset
uspto-grants-1984_09
Patent number
US04473697

Reaction notes

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