Dichloromethane → HCID 22162235, compound

HRID 1088945Notes

Reaction equation

HRID 1088945 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2([CH3:13])[CH3:12].C(Cl)Cl.Cl.[C:18](Cl)(=[O:25])[C:19]1[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=1>C(N(CC)CC)C>[CH3:12][C:5]1([CH3:13])[C:4]2[C:8](=[CH:9][CH:10]=[C:2]([NH:1][C:18]([C:19]3[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=3)=[O:25])[CH:3]=2)[NH:7][C:6]1=[O:11]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 12262826Isonicotinoyl chloride hydrochlorideHCID 221620915-amino-3,3-dimethylindolin-2-one

Product 1

HCID 22162235HCID 22162235, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A suspension of 5.0 g. (0.028 mol) 5-amino-3,3-dimethylindolin-2-one in 100 ml. methylene chloride containing 14 ml. triethylamine is mixed, while cooling, with 7.0 g. (0.04 mol) isonicotinic acid chloride hydrochloride. Subsequently, the reaction mixture is evaporated and the residue is digested with water, filtered with suction and recrystallised from ethanol. Yield: 5.8 g. (73% of theory); m.p.>300° C.

Workup

  1. additionA suspension of 5.0 g
  2. temperaturewhile cooling, with 7.0 g
  3. customSubsequently, the reaction mixture is evaporated
  4. filtrationfiltered with suction
  5. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-b194073b75ac4c95bee4a8394a4b5e0c
Source dataset
uspto-grants-1990_10
Patent number
US04963686

Reaction notes

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