Ammonia → HCID 2755910, compound

HRID 745611Notes

Reaction equation

HRID 745611 reaction equation
Cl.[CH3:2][C:3]1([CH3:17])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][CH:4]1[C:12](OCC)=[O:13].[NH3:18]>C(O)C>[CH3:2][C:3]1([CH3:17])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][CH:4]1[C:12]([NH2:18])=[O:13]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 23313845HCID 23313845, compound

Product 1

HCID 2755910HCID 2755910, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The solution of 1 g of ethyl 3,3-dimethylindoline-2-carboxylate hydrochloride in 25 ml of ethanol is saturated with anhydrous ammonia and heated in a closed vessel to 50° for 4 days. It is evaporated, the residue crystallized from diethyl ether, suspended in water and 3N aqueous sodium hydroxide is added to render the mixture basic. It is extracted with methylene chloride, the extract dried and evaporated, to yield the 3,3-dimethylindoline-2-carboxamide melting at 156°-158°.

Workup

  1. temperatureheated in a closed vessel to 50° for 4 days
  2. customIt is evaporated
  3. customthe residue crystallized from diethyl ether
  4. addition3N aqueous sodium hydroxide is added to render the mixture basic
  5. extractionIt is extracted with methylene chloride
  6. customthe extract dried
  7. customevaporated

Sources & evidence

ORD record
ord-1da7de8daefb403ca813120d7debada6
Source dataset
uspto-grants-1986_07
Patent number
US04599357

Reaction notes

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