Hydrochloric Acid → HCID 21537750, compound

HRID 1076604Notes

Reaction equation

HRID 1076604 reaction equation
CC[C:3]([NH:5][C:6]1[S:7][C:8]([Cl:20])=[CH:9][C:10]=1[C:11](=[O:19])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[F:18])=O.Cl>C(O)C>[CH3:3][NH:5][C:6]1[S:7][C:8]([Cl:20])=[CH:9][C:10]=1[C:11](=[O:19])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[F:18]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21537772HCID 21537772, compound

Product 1

HCID 21537750HCID 21537750, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 1.5 g of 2-(N-methylacetylamino)-3-(o-fluorobenzoyl)-5-chlorothiophene in 7 ml of ethanol is added 4 ml of 6 N aqueous hydrochloric acid. The mixture is heated at 90°C for 2 hours, evaporated under reduced pressure to a residue, neutralized with aqueous ammonia, then extracted with ether. The ether extracts are washed with water, dried over sodium sulfate, when evaporated under reduced pressure to a oil, which is chromatographed on silica gel using chloroform as an eluent to give 2-(N-methylamino)-3-(o-fluorobenzoyl)-5-chlorothiophene as crystals having a melting point of 93° - 94°C.

Workup

  1. customevaporated under reduced pressure to a residue
  2. extractionextracted with ether
  3. washThe ether extracts are washed with water
  4. dry with materialdried over sodium sulfate, when
  5. customevaporated under reduced pressure to a oil, which
  6. customis chromatographed on silica gel

Sources & evidence

ORD record
ord-b6d80985481d48b7b54aa26594417ef7
Source dataset
uspto-grants-1976_05
Patent number
US03957783

Reaction notes

Loading…