Hydrochloric Acid → HCID 178429221, compound

HRID 568816Notes

Reaction equation

HRID 568816 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].Cl.[C:16](Cl)(Cl)=[O:17]>>[CH3:13][C:5]1([CH3:14])[C:4]2[C:8](=[CH:9][C:10]3[NH:11][C:16]([OH:17])=[N:1][C:2]=3[CH:3]=2)[NH:7][C:6]1=[O:12]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 6371PhosgeneHCID 135892372H-Indol-2-one, 5,6-diamino-1,3-dihydro-3,3-dimethyl-

Product 1

HCID 178429221HCID 178429221, compound

Procedure

Into a solution of 4.00 g. (0.021 mole) 5,6-diamino-3,3-dimethylindolin-2-one in 60 ml. 2N hydrochloric acid is passed phosgene at ambient temperature for 1 hour. Thereafter, nitrogen is passed through the solution for 10 minutes and the solution then left to stand for 15 hours. The precipitate is filtered off and crystallised from methanol. There are obtained 2.80 g. (62% of theory) of the title compound; m.p. >300° C.

Workup

  1. customat ambient temperature
  2. customfor 1 hour
  3. waitthe solution then left
  4. waitto stand for 15 hours
  5. filtrationThe precipitate is filtered off
  6. customcrystallised from methanol
  7. customThere are obtained 2.80 g

Sources & evidence

ORD record
ord-ac6b463c35f449f893b9fc5bc47325cb
Source dataset
uspto-grants-1988_03
Patent number
US04730003

Reaction notes

Loading…