Hydrochloric Acid → HCID 178429210, compound

HRID 2309368Notes

Reaction equation

HRID 2309368 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([NH:8][C:9]1[CH:17]=[C:16]2[C:12]([C:13]([CH3:20])([CH3:19])[C:14](=[O:18])[NH:15]2)=[CH:11][C:10]=1[NH2:21])=O.Cl>C(O)C>[CH3:19][C:13]1([CH3:20])[C:12]2[C:16](=[CH:17][C:9]3[NH:8][C:6]([C:2]4[O:1][CH:5]=[CH:4][CH:3]=4)=[N:21][C:10]=3[CH:11]=2)[NH:15][C:14]1=[O:18]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 13670874HCID 13670874, compound

Product 1

HCID 178429210HCID 178429210, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.7 g. (20 mmol) 6-furanoylamino-5-amino-3,3-dimethylindolin-2-one are heated for 1 hour at 80° C. in 200 ml. ethanol and 40 ml. concentrated hydrochloric acid. The solution is evaporated to dryness, rendered alkaline with 2N aqueous ammonia solution and extracted with methylene chloride. The organic phase is evaporated and the residue purified over silica gel (elution agent: methylene chloride/ammonia-saturated methanol 20:1 v/v). There is obtained 1.8 g. (33.3% of theory) of the desired product; m.p. 311°-316° C. after recrystallisation from ethyl acetate.

Workup

  1. customThe solution is evaporated to dryness
  2. extractionextracted with methylene chloride
  3. customThe organic phase is evaporated
  4. customthe residue purified over silica gel (elution agent: methylene chloride/ammonia-saturated methanol 20:1 v/v)
  5. customThere is obtained 1.8 g

Sources & evidence

ORD record
ord-a5f6ba53846e4dc7b563c71f9cecf324
Source dataset
uspto-grants-1987_09
Patent number
US04695567

Reaction notes

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