Ethanol → HCID 19858152, compound

HRID 2073244Notes

Reaction equation

HRID 2073244 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[N:12]([C:14](=O)C)[NH2:13].[OH-].[K+].[CH2:19]([OH:21])[CH3:20].C(=S)=[S:23]>>[C:19]([NH:13][N:12]1[C:3]2[CH:4]=[CH:5][C:6]([C:8]([F:9])([F:10])[F:11])=[CH:7][C:2]=2[NH:1][C:14]1=[S:23])(=[O:21])[CH3:20]

Participants

5

Reactant 4

HCID 702EthanolHCID 6348Carbon DisulfideHCID 14797Potassium HydroxideHCID 70356581HCID 70356581, compound

Product 1

HCID 19858152HCID 19858152, compoundYield 67%

Procedure

After adding 69.96 g of 2-amino-4-trifluoromethyl-N-acetylphenylhydrazine to a solution of 19.07 g of potassium hydroxide in 300 ml of abs. ethanol, 20.5 ml of carbon disulfide were dropped to the mixture under stirring. The red solution obtained was refluxed for 5 hours, the hot solution was clarified by activated carbon and filtered. After adding 370 ml of water and then 70 ml of a mixture of acetic acid and water (1:2) to the filtrate, the crystalline precipitate was filtered by suction, washed with water and dried at 80° C. Thus, 55.5 g (67%) of 1-acetylamino-5-trifluoromethylbenzimidazole-2-thione were obtained, m.p.: 294°-295° C. after recrystallization from 50% of aqueous ethanol.

Workup

  1. customThe red solution obtained
  2. temperaturewas refluxed for 5 hours
  3. filtrationfiltered
  4. additionAfter adding 370 ml of water
  5. filtration70 ml of a mixture of acetic acid and water (1:2) to the filtrate, the crystalline precipitate was filtered by suction
  6. washwashed with water
  7. customdried at 80° C

Sources & evidence

ORD record
ord-3ee979b0e88d404ea074794b7dd90fb7
Source dataset
uspto-grants-1990_04
Patent number
US04916149

Reaction notes

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