Acetic Acid → HCID 53781057, compound

HRID 1856384Notes

Reaction equation

HRID 1856384 reaction equation
C([NH:4][C:5]1[S:9][C:8]([CH:10]=[CH:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)=[N:7][N:6]=1)(=O)C.C(O)(=O)C.Cl.[NH4+].[OH-]>O>[NH2:4][C:5]1[S:9][C:8]([CH:10]=[CH:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)=[N:7][N:6]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 54353415HCID 54353415, compound

Product 1

HCID 53781057HCID 53781057, compoundYield 96.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 19.23 g (0.0664 m) of β-(5-acetamido-1,3,4-thiadiazol-2-yl)-p-nitrostyrene, 140 ml of acetic acid, and 140 ml of conc HCl was heated on a steam bath for 5 hr. The reaction mixture was cooled, poured into an equal amount of ice and water and neutralized with conc NH4OH. The product was collected on a Buchner funnel, washed with water, and air-dried to yield 15.84 g (0.0637 m, 96%) of the amine as a yellow-tan microcrystalline powder, MP. 289°-291° C. (dec).

Workup

  1. temperaturewas heated on a steam bath for 5 hr
  2. temperatureThe reaction mixture was cooled
  3. customThe product was collected on a Buchner funnel
  4. washwashed with water
  5. customair-dried

Sources & evidence

ORD record
ord-4f2a37f7786f4ca780b952552499bd63
Source dataset
uspto-grants-1980_08
Patent number
US04219475

Reaction notes

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