Formamide → HCID 20277966, compound

HRID 236999Notes

Reaction equation

HRID 236999 reaction equation
Br[CH:2]([C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=1)[C:3]([C:5]1[S:6][CH:7]=[CH:8][CH:9]=1)=O.[CH:17]([NH2:19])=O.O.[OH-].[NH4+:22]>C(Cl)(Cl)Cl>[Cl:16][C:13]1[CH:14]=[CH:15][C:10]([C:2]2[N:22]=[CH:17][NH:19][C:3]=2[C:5]2[S:6][CH:7]=[CH:8][CH:9]=2)=[CH:11][CH:12]=1

Participants

6

Reactant 4

HCID 713FormamideHCID 962WaterHCID 14923Ammonium HydroxideHCID 21314987HCID 21314987, compound

Product 1

HCID 20277966HCID 20277966, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 35 g of 2-bromo-2-(4-chlorophenyl)-1-(2-thienyl)ethanone and 200 ml of formamide was refluxed under an air condenser for two hours. It was cooled, poured into water and the pH adjusted to 8-9 by adding ammonium hydroxide. Chloroform was added to the solution, and solid separated and was filtered and washed with chloroform; yield 19.3 g. This was recrystallized from dimethylformamide, filtered and washed with acetonitrile; yield 14.7 g, m.p. 244°-245° C.

Workup

  1. temperaturewas refluxed under an air condenser for two hours
  2. temperatureIt was cooled
  3. customseparated
  4. filtrationwas filtered
  5. washwashed with chloroform
  6. customThis was recrystallized from dimethylformamide
  7. filtrationfiltered
  8. washwashed with acetonitrile

Sources & evidence

ORD record
ord-5f0bc647402b411d9a467987d806ffe4
Source dataset
uspto-grants-1979_06
Patent number
US04159338

Reaction notes

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