Dichloromethane → HCID 22162235, compound

HRID 979222Notes

Reaction equation

HRID 979222 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-0892a3867db54e8d9210cd162a7dbe89
Source dataset
uspto-grants-1987_05
Patent number
US04666923

Reaction notes

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