Ammonia → HCID 178429217, compound

HRID 568805Notes

Reaction equation

HRID 568805 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[NH2:11])[NH:7][C:6](=[O:12])[C:5]2([CH3:14])[CH3:13].[C:15](O)(=O)[CH2:16][CH2:17][C:18]([OH:20])=[O:19].Cl.N>O>[C:18]([CH2:17][CH2:16][C:15]1[NH:11][C:10]2[CH:9]=[C:8]3[NH:7][C:6](=[O:12])[C:5]([CH3:14])([CH3:13])[C:4]3=[CH:3][C:2]=2[N:1]=1)([OH:20])=[O:19]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 1110Succinic AcidHCID 135892372H-Indol-2-one, 5,6-diamino-1,3-dihydro-3,3-dimethyl-

Product 1

HCID 178429217HCID 178429217, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Analogously to Example 1, a solution of 3.82 g. 5,6-diamino-3,3-dimethylindolin-2-one and 2.36 g. succinic acid in 10 ml. 4N hydrochloric acid is heated for 4 hours at 135° C. (bath temperature). The reaction mixture is then evaporated in a vacuum until a thick slurry has formed. 10 ml. water are added thereto and the pH is adjusted to 10 with concentrated aqueous ammonia solution. Insoluble material is filtered off with suction and washed with water and the filtrate is treated with charcoal, filtered and the filtrate evaporated in a vacuum. The evaporation residue is taken up in 10 ml. water and acidified with glacial acetic acid, the title compound thereby precipitating out. After drying for 4 hours in a vacuum at 60° C., there are obtained 2.2 g. of desired compound with a melting point of 130°-135° C. (foaming). This compound contains 1.6 mole of water per mole of compound.

Workup

  1. customThe reaction mixture is then evaporated in a vacuum until a thick slurry
  2. customhas formed
  3. filtrationInsoluble material is filtered off with suction
  4. washwashed with water
  5. additionthe filtrate is treated with charcoal
  6. filtrationfiltered
  7. customthe filtrate evaporated in a vacuum
  8. customthe title compound thereby precipitating out
  9. customAfter drying for 4 hours in a vacuum at 60° C.
  10. customthere are obtained 2.2 g

Sources & evidence

ORD record
ord-42ff677817c54b89997d7a4f89546c21
Source dataset
uspto-grants-1988_03
Patent number
US04730003

Reaction notes

Loading…